Syntheses and properties of sterically hindered butadienes. A modification of the Chugaev reaction

A De Groot, B Evenhuis, H Wynberg

Index: de Groot,A. et al. Journal of Organic Chemistry, 1968 , vol. 33, p. 2214 - 2217

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Citation Number: 14

Abstract

The synthesis of 4,~-dimethylene-3, 3, 6, 6-tetramethyl-l-thiacycloheptane (IV) was accomplished via a double Wittig reaction with 3, 3, 6, 6-tetramethyl-l-thiacycloheptane-4, 5- dione (111). The synthesis of 2, 3-diisopropyl-1, 3-butadiene (VIII) from 2, 3-diisopropyl-1, 4- butanediol (XI) was accomplished via a modification of the Chugaev reaction. The chemical and spectroscopic properties of 2, 3-di-t-butyl-1, 3-butadiene (I), of dienes IV and VIII, and ...