Baeyer-Villiger Oxidation with Me 3 SiOOSiMe 3 under Assistance of SnCl 4 or BF 3· OEt 2

S Matsubara, K Takai, H Nozaki

Index: Matsubara; Takai; Nozaki Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 7 p. 2029 - 2032

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Citation Number: 68

Abstract

Treatment of ketones with bis (trimethylsilyl) peroxide and Lewis acid such as SnCl 4 or BF 3· OEt 2 in dichloromcthane at room temperature affords esters in fair to excellent yields. Jasmine lactone is synthesized from 2-[(Z)-2-pentenyl] cyclopentanone by means of Me 3 SiOOSiMe 3–BF 3· OEt 2 system without any protection of the carbon-carbon double bond. The oxidation of enol acetates of ketones to α-hydroxy (or α-acetoxy) ketones with Me 3 ...