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pubmed-article:17547461pubmed:abstractTextAn enantioselective two-step route to substituted benzo[a]- and indolo[2,3-a]quinolizidines has been developed. It consists of (i) a stereoselective cyclocondensation of a racemic or prochiral delta-oxo(di)ester with either (S)-(3,4-dimethoxyphenyl)alaninol or (S)-tryptophanol in a process involving a dynamic kinetic resolution and/or the differentiation of enantiotopic or diastereotopic ester groups, and (ii) a subsequent stereocontrolled cyclization on the aromatic ring taking advantage of the masked N-acyl iminium ion present in the resulting oxazolopiperidone lactams.lld:pubmed
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pubmed-article:17547461pubmed:articleTitleStraightforward methodology for the enantioselective synthesis of benzo[a]- and indolo[2,3-a]quinolizidines.lld:pubmed
pubmed-article:17547461pubmed:affiliationLaboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, 08028-Barcelona, Spain. amat@ub.edulld:pubmed
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pubmed-article:17547461pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed