The Journal of Organic Chemistry

A new synthesis of highly functionalized oxazoles

P Wipf, CP Miller

Index: Wipf, Peter; Miller, Chris P. Journal of Organic Chemistry, 1993 , vol. 58, # 14 p. 3604 - 3606

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Citation Number: 289

Abstract

Summary: Functionalized oxazoles and bis-oxazoles are obtained by side-chain oxidation of &hydroxy amides with the Dess-Martin periodinane, followed by cyclodehydra- tion with triphenylphosphineliodine in the presence of triethylamine. ... As a part of our efforts toward the total synthesis of the antiviral natural products tantazoles (1) and thiangazole (2),l we have investigated several protocols for the oxidative conversion of cy-amino-8-hydroxy acid derivatives into the corresponding ...