Literature DB >> 20014779

Concise total syntheses of the Lycopodium alkaloids (+/-)-nankakurines A and B via luciduline.

Xiayun Cheng1, Stephen P Waters.   

Abstract

Total syntheses of the Lycopodium alkaloids nankakurines A and B have been accomplished in 6 and 7 steps, respectively, via a sequence that passes through a third Lycopodium alkaloid, luciduline, and forgoes the use of protecting groups on nitrogen. Key features include a short preparation of luciduline followed by a concise and stereoselective aminoallylation/ring-closing metathesis protocol to fashion the spiropiperidine ring common to nankakurines A and B.

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Year:  2010        PMID: 20014779      PMCID: PMC2804776          DOI: 10.1021/ol902455y

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


  15 in total

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