Regioselective Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives

Noritaka Chida; Takahiko Tobe; Seiichiro Ogawa

doi:10.1016/0040-4039(94)85373-8

Regioselective Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives

Noritaka Chida, Takahiko Tobe, Seiichiro Ogawa

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

35 Citations (Scopus)

Abstract

The regioselectivities observed in Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives possessing various substituents at adjacent carbons to the ketone carbonyl are reported. This study suggested that the trend of the migratory aptitude of substituted carbons would be a carbon with benzyloxy > methoxy > ketal oxygen ≫ acyloxy ∼ methyl.

Original language	English
Pages (from-to)	7249-7252
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	39
DOIs	https://doi.org/10.1016/0040-4039(94)85373-8
Publication status	Published - 1994 Sept 26

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(94)85373-8

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title = "Regioselective Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives",

abstract = "The regioselectivities observed in Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives possessing various substituents at adjacent carbons to the ketone carbonyl are reported. This study suggested that the trend of the migratory aptitude of substituted carbons would be a carbon with benzyloxy > methoxy > ketal oxygen ≫ acyloxy ∼ methyl.",

author = "Noritaka Chida and Takahiko Tobe and Seiichiro Ogawa",

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AU - Ogawa, Seiichiro

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Y1 - 1994/9/26

N2 - The regioselectivities observed in Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives possessing various substituents at adjacent carbons to the ketone carbonyl are reported. This study suggested that the trend of the migratory aptitude of substituted carbons would be a carbon with benzyloxy > methoxy > ketal oxygen ≫ acyloxy ∼ methyl.

AB - The regioselectivities observed in Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives possessing various substituents at adjacent carbons to the ketone carbonyl are reported. This study suggested that the trend of the migratory aptitude of substituted carbons would be a carbon with benzyloxy > methoxy > ketal oxygen ≫ acyloxy ∼ methyl.

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JO - Tetrahedron Letters

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Regioselective Baeyer-Villiger reaction of polyhydroxycyclohexanone derivatives

Abstract

ASJC Scopus subject areas

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