Literature DB >> 19320505

Enantioselective syntheses of both enantiomers of noranabasamine.

Lei Miao1, Stassi C Dimaggio, Hong Shu, Mark L Trudell.   

Abstract

Both the R and S enantiomers of the amphibian alkaloid noranabasamine were prepared in >30% overall yield with 80% ee and 86% ee, respectively. An enantioselective iridium-catalyzed N-heterocyclization reaction with either (R)- or (S)-1-phenylethylamine and 1-(5-methoxypyridin-3-yl)-1,5-pentanediol was employed to generate the 2-(pyridin-3-yl)-piperidine ring system in 69-72% yield.

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Year:  2009        PMID： 19320505      PMCID： PMC2664076          DOI： 10.1021/ol9002288

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  15 in total

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