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A Short Stereoselective Synthesis of Racemic 2-Epicalvine
Journal article   Open access  Peer reviewed

A Short Stereoselective Synthesis of Racemic 2-Epicalvine

Basem A. Moosa and Shaikh A. Ali
Natural product communications, Vol.5(8), pp.1191-1194
01/08/2010
PMID: 20839616

Abstract

Chemistry, Medicinal Food Science & Technology Life Sciences & Biomedicine Pharmacology & Pharmacy Science & Technology
The cycloaddition reaction of 6-penty1-3,4,5,6-tetrahydropyridine 1-oxide with butyl vinyl ether was used as a key step in the short stercoselective racemic synthesis of ladybird beetle alkaloid, 2-epicalvine. The cycloadduct was subjected to quaternization with 2-bromoethanol, followed by ring opening and lactonization to afford the natural product in a one-pot reaction.
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https://doi.org/10.1177/1934578X1000500808View
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