An asymmetric synthesis of both enantiomers of the indole alkaloid deplancheine

Steven M Allin; Christopher I Thomas; Kevin Doyle; Mark R J Elsegood

doi:10.1021/jo040245k

An asymmetric synthesis of both enantiomers of the indole alkaloid deplancheine

J Org Chem. 2005 Jan 7;70(1):357-9. doi: 10.1021/jo040245k.

Authors

Steven M Allin¹, Christopher I Thomas, Kevin Doyle, Mark R J Elsegood

Affiliation

¹ Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, England. s.m.allin@lboro.ac.uk

PMID: 15624949
DOI: 10.1021/jo040245k

Abstract

We report a novel, facile and asymmetric approach to both enantiomers of the indole alkaloid deplancheine from a readily available, nonracemic chiral template. The natural product and its antipode are isolated with >95% ee.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alstonia / chemistry*
Catalysis
Indole Alkaloids / chemical synthesis*
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Stereoisomerism

Substances

Indole Alkaloids
deplancheine