Oxidation of olefins into. ALPHA.-phenylseleno carbonyl compounds. Highly regioselective anti-Markownikoff type oxidation of allylic alcohol derivatives.

M Shimizu, R Takeda, I Kuwajima

Index: Shimizu, Makoto; Takeda, Ryo; Kuwajima, Isao Bulletin of the Chemical Society of Japan, 1981 , vol. 54, # 11 p. 3510 - 3517

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Citation Number: 7

Abstract

By using (C 6 H 5 Se) 2–t-BuOOH or (C 6 H 5 Se) 2–(C 6 H 5 SeO) 2 O system, oxoselenenylation reactions of C= C bonds have been examined with allylic and homoallylic alcohol derivatives, and substituted cyclohexenes, and allyl t-butyldimethylsilyl ethers are found to undergo regioselective conversion into β-siloxy α-phenylseleno carbonyl compounds in high yields.