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pubmed-article:21528882pubmed:issue12lld:pubmed
pubmed-article:21528882pubmed:dateCreated2011-6-10lld:pubmed
pubmed-article:21528882pubmed:abstractTextThe skeleton of the stemona alkaloid, stenine, has been synthesized starting from pyrrole, employing an asymmetric organocatalyzed cyclization, Sonogashira coupling, a diastereoselective intramolecular propargylic Barbier reaction, cyclocarbonylation, and diastereoselective alkene reduction. Modulation of the electron-rich nature of the pyrrole nucleus by employing an ?-trifluoroacetyl group is essential. The ?-trifluoroacetyl group may be rapidly removed under carefully defined, mild conditions.lld:pubmed
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pubmed-article:21528882pubmed:authorpubmed-author:SridharSSlld:pubmed
pubmed-article:21528882pubmed:authorpubmed-author:BatesRoderick...lld:pubmed
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pubmed-article:21528882pubmed:day17lld:pubmed
pubmed-article:21528882pubmed:volume76lld:pubmed
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pubmed-article:21528882pubmed:pagination5026-35lld:pubmed
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pubmed-article:21528882pubmed:year2011lld:pubmed
pubmed-article:21528882pubmed:articleTitleSynthesis of the stenine ring system from pyrrole.lld:pubmed
pubmed-article:21528882pubmed:affiliationDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371. roderick@ntu.edu.sglld:pubmed
pubmed-article:21528882pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:21528882pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed