Total synthesis of a piperidine alkaloid, microcosamine A

Organic & Biomolecular Chemistry
2015.0

Abstract

The first asymmetric total synthesis of a new natural piperidine alkaloid, microcosamine A, has been accomplished from d-serine and d-methyl lactate as chiral pool starting materials. Key features of the strategy include the utility of Horner-Wadsworth-Emmons reaction, Luche reduction, intramolecular carbamate N-alkylation to form the piperidine framework and Julia-Kocienski olefination to install the triene side-chain. © 2015 The Royal Society of Chemistry.

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