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

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

Org Lett

Department of Chemistry, The University of Vermont, 82 University Place, Burlington, Vermont 05405, USA.

Published: January 2010

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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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2804776PMC
http://dx.doi.org/10.1021/ol902455yDOI Listing

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