Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/5072
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dc.contributor.authorÁcs, Péter-
dc.contributor.authorMüller, Erno-
dc.contributor.authorCzira, Gábor-
dc.contributor.authorMahó, Sándor-
dc.contributor.authorPerreira, Mariette-
dc.contributor.authorKollár, László-
dc.date.accessioned2008-09-01T15:03:28Z-
dc.date.available2008-09-01T15:03:28Z-
dc.date.issued2006en_US
dc.identifier.citationSteroids. 71:10 (2006) 875-879en_US
dc.identifier.urihttp://hdl.handle.net/10316/5072-
dc.description.abstract12-Carboxamido- and 12-carboxyl-11-spirostenes were synthesized from the corresponding 12-iodo-11-ene derivative in palladium-catalyzed carbonylation reactions under mild reaction conditions. The synthesis of the iodo-alkene substrate is based on the transformation of the 12-keto derivative (hecogenin) to hydrazone, which was treated with iodine in the presence of a base (1,1,3,3-tetramethyl guanidine). While various 12-carboxamides were synthesized in moderate to high yields by using simple alkyl/arylamines or amino acid methylesters as N-nucleophiles, low yields can be achieved with alcohols as O-nucleophiles. The homogeneous carbonylation reactions tolerate the 3-hydroxy substituent and the spiroacetal moiety.en_US
dc.description.urihttp://www.sciencedirect.com/science/article/B6TC9-4KBX4P7-1/1/9ccb758281b9b11e5e0e07e137f9015fen_US
dc.format.mimetypeaplication/PDFen
dc.language.isoengeng
dc.rightsopenAccesseng
dc.subjectIodo-alkeneneen_US
dc.subjectCarboxamideen_US
dc.subjectHecogeninen_US
dc.subjectPalladium-catalysten_US
dc.subjectCarbonylationen_US
dc.titleFacile synthesis of 12-carboxamido-11-spirostenes via palladium-catalyzed carbonylation reactionsen_US
dc.typearticleen_US
item.fulltextCom Texto completo-
item.languageiso639-1en-
item.grantfulltextopen-
crisitem.author.deptFaculdade de Ciências e Tecnologia, Universidade de Coimbra-
crisitem.author.parentdeptUniversidade de Coimbra-
crisitem.author.researchunitCoimbra Chemistry Center-
crisitem.author.orcid0000-0003-4958-7677-
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
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