BAEYER-VILLIGER OXIDATION WITH Me3SiOOSiMe3 UNDER ASSISTANCE OF SnCl4 OR BF3-OEt2.

Seijiro Matsubara, Kazuhiko Takai, Hitosi Nozaki

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Treatment of ketones with bis(trimethylsilyl) peroxide and Lewis acid such as SnCl//4 or BF//3-OEt//2 in dichloromethane at room temperature affords esters in fair to excellent yields. Jasmine lactone is synthesized from 2- left bracket (Z)-pentenyl right bracket cyclopentanine by means of Me//3SiOOSiMe//3-BF//3-OEt//2 system without any protection of the carbon-carbon double bond. The oxidation of enol acetates of ketones to alpha -hydroxy (or alpha -acetoxy) ketones with Me//3SiOOSiMe//3-FeCl//3 system is also disclosed.

Original languageEnglish
Pages (from-to)2029-2032
Number of pages4
JournalBulletin of the Chemical Society of Japan
Volume56
Issue number7
DOIs
Publication statusPublished - Jan 1 1983
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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