Synthesis and anticancer activity of novel fluorinated asiatic acid derivatives.

by Gonçalves B. M. F., Salvador J. A. R., Marín S., Cascante M.

European Journal of Medicinal Chemistry,114, (2016), Pages 101–117. DOI: 10.1016/j.ejmech.2016.02.057

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Pharmaceutical green chemistry applied to the chemical synthesis of steroid compounds.

by Salvador J. A. R.; Pinto R. M. A.; Silvestre S.M.

Current Green Chemistry, 2015, DOI: 10.2174/2213346101666140915212312.

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Antileishmanial activity of semisynthetic lupane triterpenoids, betulin and betulinic acid derivatives: synergistic effects with miltefosine.

by Sousa M. C., Varandas R., Santos R. C., Santos-Rosa M., Alves V., Salvador J. A. R.

Plos One, 2014, 9, e89939 . DOI: 10.1371/journal.pone.0089939.

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VT-NMR and cytotoxic evaluation of some new ortho-(alkylchalcogen)acetanilides.

by Ramos S. S., Almeida S. S., Leira P. M., Boto R. E. F., Silvestre S., Almeida P.

Tetrahedron, 2014, 70, 46, 8930-8937. DOI: 10.1016/j.tet.2014.09.055.

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Antitumor effects of celastrol and semi-synthetic derivatives.

by Salvador J. A. R., Santos R. C., Figueiredo S. A. C., Jing Y.

Mini Review in Organic Chemistry, 2014, 11, 400-407. DOI: 10.2174/1570193X1103140915113701.

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HepaRG cell line as an in vitro model for screening drug-drug interactions mediated by metabolic induction: Amiodarone used as model substance.

by Ferreira A., Rodrigues M., Silvestre S., Falcão A., Alves G.

Toxicology in Vitro, 2014, 28, 8, 1531–1535. doi: 10.1016/j.tiv.2014.08.004

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Anticancer steroids: linking natural and semi-synthetic compounds.

by Salvador J. A. R., Carvalho J. F. S., Leitão A. J., Neves M. A. C., Silva M. M. C., Silvestre S. M., Sá e Melo, M. L.

Natural Product Reports, 2013, 30, 324-374. doi: 10.1039/C2NP20082A

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Synthesis of novel heterocyclic oleanolic acid derivatives with improved antiproliferative activity in solid tumor cells.

by Leal A. S. M., Wang R., Salvador J. A. R., Jing Y.

Organic & Biomolecular Chemistry, 2013, 11, 1726-1738. doi: 10.1039/C3OB00011G

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Novel Oleanolic vinyl boronates: synthesis and antitumor activity.

by Moreira V. M., Salvador J. A. R., Simões S., Destro F., Gavioli R.

European Journal of Medicinal Chemistry, 2013, 63, 46-56. doi: 10.1016/j.ejmech.2013.01.040.

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Steroidal 5α-reductase and 17α-hydroxylase/17,20-lyase(CYP17) inhibitors useful in treatment of prostatic diseases.

by Salvador J. A. R., Pinto R. M. A., Silvestre S. M.

The Journal of Steroid Biochemistry and Molecular Biology, 2013, 137, 199-222. doi: 10.1016/j.jsbmb.2013.04.006.

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New bismuth(III) salts applications in organic synthesis: from bulk chemicals to steroid and terpenoid chemistry

by Salvador J. A. R., Silvestre S. M., Pinto R. M. A., Le Roux C.

Topics in Current Chemistry, 2012, 311, 143-178. doi:  10.1007/128_2011_170.

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Recent developments in oxidative processes in steroid chemistry.

by Salvador J. A. R., Silvestre S. M., Pinto R. M. A., Le Roux C.

Current Organic Chemistry, 2012, 16, 1243-1276. doi:  10.2174/138527212800564204.

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Efficient oxidation of oleanolic acid derivatives using magnesium bis(monoperoxyphthalate) hexahydrate (MMPP). Convenient 2-step procedure towards 12-oxo-28-carboxylic acid derivatives.

by Salvador J. A. R., Moreira V. M., Pinto R. M. A., Leal A. S., Paixão J. A.

Beilstein Journal of Organic Chemistry, 2012, 8, 164-169. doi:  10.3762/bjoc.8.17.

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Ursane-type pentacyclic triterpenoids as useful platforms to discover anticancer drugs.

by Salvador J. A. R., Moreira V. M., Gonçalves B. M. F., Leal A. S. M., Jing Y.

Natural Product Reports, 2012, 29, 1463-1479. doi:  10.1039/C2NP20060K.

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Bismuth compounds in medicinal chemistry.

by Salvador J. A. R., Figueiredo S. A. C., Pinto R. M. A., Silvestre S. M.

Future Medicinal Chemistry, 2012, 4, (11), 1495-1523. doi:  10.4155/fmc.12.95.

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Semisynthetic ursolic acid fluorolactone derivatives inhibit growth with induction of p21waf1 and induce apoptosis with upregulation of NOXA and downregulation of c-FLIP in pancreatic cancer cells.

by Leal A. S. M., Salvador J. A. R., Jing Y.

ChemMedChem, 2012, 7, 1635-1646. doi:  10.1002/cmdc.201200282.

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Synthesis of novel ursolic acid heterocyclic derivatives with improved abilities of antiproliferation and induction of p53, p21waf1 and NOXA in pancreatic cancer cells.

by Leal A. S. M., Salvador J. A. R., Jing Y.

Bioorganic & Medicinal Chemistry, 2012, 5774-5786. doi:  10.1016/j.bmc.2012.08.010.

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Selective cytotoxicity of oxysterols through structural modulation on rings A and B. Synthesis, in vitro evaluation, and SAR.

by Carvalho J. F. S., Silva M. M. C., Moreira J. N., Simões S., Sá e Melo M. L.

Journal of Medicinal Chemistry, 2011, 54, 6375-6393. doi:  10.1021/jm200803d.

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Bismuth(III) reagents in steroid and terpene chemistry.

by Salvador J. A. R., Silvestre S. M., Pinto R. M. A.

Molecules, 2011, 16, 2884-2913. doi:  10.3390/molecules16042884.

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Targeting of mitochondria-endoplasmatic reticulum by fluorescent macrocyclic compounds.

by Cruz C., Cairrão E., Silvestre S., Breitenfeld L., Almeida P., Queiroz J. A.

Plos One, 2011, 6, 11, e27078. doi:  10.1371/journal.pone.0027078.

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The reaction of azoles with 17-chloro-16-formylandrosta-5,16-dien-3β-yl-acetate: synthesis and structural elucidation of novel 16-azolylmethylene-17-oxoandrostanes.

by Moreira V. M., Salvador J. A. R., Matos Beja A. Paixão J. A.

Steroids, 2011, 76, 582-587. doi: 10.1016/j.steroids.2011.02.009.

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New betulinic acid derivatives induce potent and selective antiproliferative activity through cell cycle arrest and the S phase and caspase dependent apoptosis in Human cancer cells.

by Santos R. C., Salvador J. A. R., Cortés R., Pachón G., Marín S., Cascante M.

Biochimie, 2011, 93, 1065-1075. doi: 10.1016/j.biochi.2011.02.014.

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Bismuth(III) triflate catalyzed direct opening of oleanolic hydroxy-g-lactones to afford 12-oxo-carboxylic acids.

by Salvador J. A. R., Moreira V. M., Pinto R. M. A., Leal A. S., Le Rouc C.

Advanced Synthesis & Catalysis, 2011, 353, 2637-2642. doi: 10.1002/adsc.201100155.

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Biocatalytic transformations of steroids: focus on hydrolase-catalyzed reactions.

by Silva, M. M. C., Carvalho J. F. S., Riva S., Sá e Melo M. L.

Current Organic Chemistry, 2011, 15, 6, 928-941. doi: 10.2174/138527211794518871.

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Sterols as anticancer agents: synthesis of ring-B oxygenated steroids, cytotoxic profile, and comprehensive SAR analysis.

by Carvalho. J. F. S., Silva M. M. C., Moreira J. N., Simões S., Sá e Melo M. L.

Journal of Medicinal Chemistry, 2010, 53 (21), 7632-7638. doi: 10.1021/jm1007769.

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Synthesis and structure-activity relationship study of novel cytotoxic carbamate and N-acylheterocyclic bearing derivatives of betulin and betulinic acid.

by Santos R. C., Salvador J. A. R., Marín S., Cascante M., Moreira J. N., Dinis T. P. C.

Bioorganic & Medicinal Chemistry, 2010, 18, 4385-4396. doi: 10.1016/j.bmc.2010.04.085.

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Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols.

by Carvalho J. F. S., Silva M. M. C., Moreira J. N., Simões S., Sá e Melo, M. L.

Journal of Medicinal Chemistry, 2009, 52 (13), 4007-4019. doi: 10.1021/jm9003973.

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Bismuth triflate-catalyzed Wagner-Meerwein rearrangement in terpenes. Application to the synthesis of the 18α-core and A-neo-18α-oleanene compounds from lupanes.

by Salvador J. A. R., Pinto R. M. A., Santos R. C., Le Roux C., Matos Beja A., Paixão J. A.

Organic & Biomolecular Chemistry, 2009, 7, 508-517. doi: 10.1039/B814448F.

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Bismuth(III) triflate-catalyzed rearrangement of 16α,17α-Epoxy-20-oxosteroids, synthesis and structural elucidation of new 16α-substituted 17α-alkyl-17β-methyl-Δ13-18-norsteroids.

by Pinto R. M. A., Salvador J. A. R., Le Roux C., Carvalho R. A., Matos Beja A., Paixão J. A.

Tetrahedron, 2009, 65, 6169-6178. doi: 10.1016/j.tet.2009.05.043.

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Novel semisynthetic derivatives of betulin and betulinic acid with cytotoxic activity.

by Santos R. C., Salvador J. A. R., Marín S., Cascante M.

Bioorganic & Medicinal Chemistry, 2009, 17, 6241-6250. doi: 10.1016/j.bmc.2009.07.050.

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Recent advances of bismuth(III) salts in organic chemistry: application to the synthesis of heterocycles of pharmaceutical interest.

by Salvador J. A. R., Pinto, R. M. A., Silvestre S. M.

Current Organic Synthesis, 2009, 6, 426-470. doi: 10.2174/157017909789108701.

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Bismuth(III) triflate-catalyzed direct conversion of corticosteroids into highly functionalized 17-ketosteroids by cleavage of the C17-dihydroxyacetone side chain.

by Pinto R. M. A., Salvador J. A. R., Le Roux C., Paixão J. A.

Journal of Organic Chemistry, 2009, 74, 8488-8491. doi: 10.1021/jo9018478.

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Recent advances of bismuth(III) salts in organic chemistry: application to the synthesis of aliphatics, alicyclics, aromatics, amino acids and peptides, terpenes and steroids of pharmaceutical interest.

by Salvador J. A. R., Pinto R. M. A., Silvestre S. M.

Mini Reviews in Organic Chemistry, 2009, 6, 241-274. doi: 10.2174/157019309789371587.

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Metal triflates combined with caffeine based imidazolium salts: a new family of highly efficient and reusable catalysts.

by Pinto, R. M. A., Salvador J. A. R., Le Roux C.

Catalysis Communications, 2008, 9, 465-469. doi: 10.1016/j.catcom.2007.07.022.

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Hydrazine sulphate: a cheap and efficient catalyst for the regioselective ring-opening of epoxides. A metal-free procedure for the preparation of β-alkoxy alcohols.

by Leitão A. J. L., Salvador J. A. R., Pinto R. M. A., Sá e Melo M. L.

Tetrahedron Letters, 2008, 49, 1694-1697. doi: 10.1016/j.tetlet.2007.12.121.

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Catalytic epoxidation and syn-dihydroxylation reactions in steroid chemistry.

by Salvador J. A. R., Silvestre S. M., Moreira V. M.

Current Organic Chemistry, 2008, 12, 492-522. doi: 10.2174/138527208784083897.

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CYP17 Inhibitors for Prostate Cancer Treatment. An Update.

by Moreira V. M., Salvador J. A. R., Vasaitis T. S., Njar V. C. O.

Current Medicinal Chemistry, 2008, 15, 868-899. doi: 10.2174/092986708783955428 .

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Bismuth(III) salt-catalyzed westphalen and “backbone” rearrangements of 5β-6β-epoxysteroids. Synthesis and structural elucidation of new olefinic 19-nor and 18,19-dinorsteroids.

by Pinto R. M. A., Salvador J. A. R., Le Roux C., Carvalho R. A., Silva M. R., Beja A. M., Paixão J. A.

Steroids, 2008, 73, 549-561. doi: 10.1016/j.steroids.2008.01.006.

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Allylic and benzylic oxidation reactions with sodium chlorite.

by Silvestre S. M., Salvador J. A. R.

Tetrahedron, 2007, 63, 2439-2445. doi: 10.1016/j.tet.2007.01.012.

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Bismuth(III) salts mediated regioselective ring opening of epoxides: an easy route to halohydrins and β-hydroxy nitrates.

by Pinto R. M. A., Salvador J. A. R., Le Roux C.

Tetrahedron, 2007, 63, 9221-9228. doi: 10.1016/j.tet.2007.01.012.

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Synthesis and evaluation of novel 17-indazole androstene derivatives designed as CYP17 inhibitors.

by Moreira V. M., Vasaitis T. S., Njar V. C. O., Salvador J. A. R.

Steroids, 2007, 72, 939-948. doi: 10.1016/j.steroids.2007.08.004.

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One-pot, high yield synthesis of α-ketols from ∆5-steroids.

by Salvador J. A. R., Moreina V. M., Hanson J. R., Carvalho R.

Steroids, 2006, 71, 266-272. doi: 10.1016/j.steroids.2005.11.002.

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Catalytic oxidative processes in steroid chemistry: allylic oxidation, β-selective epoxidation, alcohol oxidation and remote functionalization reactions.

by Salvador J. A. R. Silvestre S. M., Moreira V. M.

Current Organic Chemistry, 2006, 10, 2227-2257. doi: 10.2174/138527206778742641.

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Ritter reaction mediated by bismuth (III) salts. One-step conversion of epoxides into acylamino-hydroxy compounds.

by Pinto R. M., Salvador J. A. R., Le Roux C.

Synlett, 2006, 13, 2047-2050. doi: 10.1055/s-2006-949608.

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Hydrazine hydrate induced reductive cleavage of α,β-epoxy-ketones: an efficient procedure for the preparation of β-hydroxy ketones.

by Pinto R. M., Leitão A. J. L., Sá e Melo M. L., Hanson J. R.

Tetrahedron Letters, 2005, 46, 7, 1067-1070. doi: 10.1016/j.tetlet.2004.12.103.

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Bismuth-catalysed allylic oxidation using t-butyl hydroperoxide.

by Salvador J. A. R., Silvestre S. M.

Tetrahedron Letters, 2005, 46, 15, 2581-2584. doi: 10.1016/j.tetlet.2005.02.080.

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β-Selective epoxidation of ∆5-steroids by O2 using surface functionalised silica supported cobalt catalysts.

by Silvestre S. M. Salvador J. A. R., Clark J. H.

Journal of Molecular Catalysis A: Chemical, 2004, 219, 143-147. doi: 10.1016/j.molcata.2004.04.034.

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The allylic oxidation of unsaturated steroids by tert-butyl hydroperoxide using surface functionalised silica supported Metal catalysts.

by Salvador J. A. R., Clark J. H.

Green Chemistry, 2002, 4, 352-356 doi: 10.1039/B201500P.

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The allylic oxidation of unsaturated steroids by tert-butyl hydroperoxide using homogeneous and heterogeneous cobalt acetate.

by Salvador J. A. R., Clark J. H.

Chemical Communications, 2001, 1, 33-34. doi: 10.1039/B007447K.

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Diastereoselective hydroformylation of ∆4-steroids with rhodium-phosphite catalysts.

by Freixa Z., Pereira M. M., Bayon J. C., Silva A. M. S., Salvador J. A. R., Matos Beja A., Paixão J. A., Ramos Silva M.

Tetrahedron Asymmetry, 2001, 12, 1083-1087. doi: 10.1016/S0957-4166(01)00191-4.

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Improved synthesis of aromatase inhibitors and neuroactive steroids. Efficient oxidations and reductions at key positions for bioactivity.

by Campos Neves A. S., Sá e Melo M. L., Moreno M. J. S. M., Tavares da Silva E. J., Salvador J. A. R., Pereira da Costa S. C., Martins R. M. L. M.

Tetrahedron, 1999, 55, 3255-3264. doi: 10.1016/S0040-4020(98)01138-7.

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Copper-catalysed allylic oxidation of ∆5-steroids by t-butyl hydroperoxide.

by Salvador, J. A. R., Sá e Melo M. L., Campos Neves A. S.

Tetrahedron Letters, 1997, 38, 1, 119-122. doi: 10.1016/S0040-4039(96)02231-9.

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Oxidations with potassium permanganate-metal sulphates and nitrates. ∆-Selective epoxidation of ∆5-unsaturated steroids.

by Salvador, J. A. R., Sá e Melo M. L., Campos Neves A. S.

Tetrahedron Letters, 1996, 37, 5, 687-690. doi: 10.1016/0040-4039(95)02243-0.

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Ultrasound assisted oxidations and reductions in steroid synthesis.

by Sá e Melo M. L., Moreno M. J. S. M., Pereira da Costa S. C., Salvador J. A. R.,Campos Neves A. S.

Ultrasonics Sonochemistry, 1994, 1, 1, S37-S40. doi: 10.1016/1350-4177(94)90024-8.

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Ultrasound assisted zinc reactions in synthesis 1. Efficient reduction of enones.

by Salvador J. A. R., Sá e Melo M. L., Campos Neves A. S.

Tetrahedron Letters, 1993, 34, 2, 357-360. doi: 10.1016/S0040-4039(00)60587-7.

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Ultrasound assisted zinc reactions in synthesis 2. A new clemmensen-type reduction.

by Salvador J. A. R., Sá e Melo M. L., Campos Neves A. S.

Tetrahedron Letters, 1993, 34, 2, 361-362. doi: 10.1016/S0040-4039(00)60588-9.

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Triterpenoid derivatives usefull as antiproliferative agents, US Patent. US 8,969,395 B2, 2015.

by Salvador J. A. R., Santos R. C., Serratosa M. C.

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Derivados triterpenóides úteis como agentes antiproliferativos, Patente Portuguesa, PT Patent 104607B, 2011.

by Salvador J. A. R., Santos R. C., Serratosa M. C.

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Triterpenoid derivatives and their use as antiproliferative agents, PCT/PT2010/000021, WO 2010/134830 A1, 2010.

by Salvador J. A. R., Santos R. C., Serratosa M. C.

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Processo para a oxidação alílica de compostos insaturados, Patente Portuguesa, PT Patent 104193B, 2009.

by Salvador J. A. R., Silvestre S. M.

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Processo para a oxidação alílica de compostos insaturados, Patente Portuguesa, PT Patent 103592B, 2008.

by Salvador J. A. R., Silvestre S. M.

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Processo para a oxidação alílica de compostos insaturados usando hidroperóxido de t-butilo e catalisadores de bismuto, Patente Portuguesa, PT Patent 103211B, 2006.

by Salvador J. A. R., Silvestre S. M.

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Copper-catalysed allylic oxidation using alkyl hydroperoxide, US Patent, US 6,252,119 B1, 2001.

by Salvador J. A. R., Sá e Melo M. L., Campos Neves A. S.

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