Use of the Wadsworth–Emmons reaction for preparing hindered vinyl ethers and related 1, 2-dioxetanes

CA Roeschlaub, PG Sammes

Index: Roeschlaub, Carl A.; Sammes, Peter G. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 14 p. 2243 - 2248

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Citation Number: 9

Abstract

Arylaldehyde acetals can be reacted with trimethyl phosphite to produce the corresponding dimethyl α-methoxybenzylphosphonates, themselves used in a Wadsworth–Emmons reaction with adamantanone to produce hindered methyl vinyl ethers. These vinyl ethers are useful in the preparation of chemiluminescent 1, 2-dioxetanes. The scope of the reaction has been explored.