The Baeyer-Villiger oxidation of 8-oxabicyclo (3.2. 1) octan-3-ones. Substituent effects on the regioselectivity.

R Noyori, T Sato, H Kobayashi

Index: Noyori; Sato; Kobayashi Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 9 p. 2661 - 2679

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Citation Number: 40

Abstract

8-Oxabicyclo [3.2. 1] octan-3-one derivatives serve as excellent models that elucidate factors controlling the reactivities and selectivities in the Baeyer-Villiger oxidation. The regioselectivity of the oxidation with trifluoroperacetic acid is markedly affected by the electronic properties of substituents at position α or β to the carbonyl function. Remote effects of the γ-substituents are also of significance. This study has disclosed yet ...