A simple cycloaddition approach to a racemate of the natural sweetener monatin

Cedric W. Holzapfel, Karl Bischofberger, Johan Olivier

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

The reaction of methyl 2-(3-indolylmethyl)-acrylate 2 with carbethoxyformonitrile oxide 3, followed by saponification and reduction, gives mainly racemic monatin 1. Preliminary attempts to adapt the 2+3 cycloaddition to a new chiral synthesis of monatin, is described.

Original languageEnglish
Pages (from-to)3197-3211
Number of pages15
JournalSynthetic Communications
Volume24
Issue number22
DOIs
Publication statusPublished - 1 Dec 1994

ASJC Scopus subject areas

  • Organic Chemistry

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