Synthesis of the Apratoxin 2,4-disubstituted Thiazoline Via an Intramolecular Aza-Wittig Reaction

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2003 Apr 12

PMID 12688739

Citations 11

Authors

Jiehao Chen

Craig J Forsyth

Affiliations

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Abstract

[reaction: see text] In developing a synthetic entry to the thiazoline-containing domain of the apratoxin natural products, we converted vicinal azido-thiolesters into 2,4-disubstituted thiazolines via sequential one-pot Staudinger reduction/aza-Wittig reaction. This method of de novo thiazoline formation provides a mild and versatile process that is particularly well suited to acid-sensitive substrates.

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