Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones

Ken Ichi Fuhshuku; Mina Tomita; Takeshi Sugai

doi:10.1016/j.tetlet.2003.12.084

Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones

Ken Ichi Fuhshuku, Mina Tomita, Takeshi Sugai

School of Pharmaceutical Sciences

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

12 Citations (Scopus)

Abstract

A new approach to 3-acetoxy-2-methyl-2-vinylcyclohexanone and 3-acetoxy-2-methyl-2-vinylcyclopentanone in stereochemically pure state, by means of a combination of yeast-catalyzed reduction and subsequent radical β-fragmentation is described.

Original language	English
Pages (from-to)	1763-1767
Number of pages	5
Journal	Tetrahedron Letters
Volume	45
Issue number	8
DOIs	https://doi.org/10.1016/j.tetlet.2003.12.084
Publication status	Published - 2004 Feb 16

Keywords

Hydroxyketone
Radical β-fragmentation
Substituted cyclohexanone
Substituted cyclopentanone

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "A new approach to 3-acetoxy-2-methyl-2-vinylcyclohexanone and 3-acetoxy-2-methyl-2-vinylcyclopentanone in stereochemically pure state, by means of a combination of yeast-catalyzed reduction and subsequent radical β-fragmentation is described.",

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AU - Fuhshuku, Ken Ichi

AU - Tomita, Mina

AU - Sugai, Takeshi

PY - 2004/2/16

Y1 - 2004/2/16

N2 - A new approach to 3-acetoxy-2-methyl-2-vinylcyclohexanone and 3-acetoxy-2-methyl-2-vinylcyclopentanone in stereochemically pure state, by means of a combination of yeast-catalyzed reduction and subsequent radical β-fragmentation is described.

AB - A new approach to 3-acetoxy-2-methyl-2-vinylcyclohexanone and 3-acetoxy-2-methyl-2-vinylcyclopentanone in stereochemically pure state, by means of a combination of yeast-catalyzed reduction and subsequent radical β-fragmentation is described.

KW - Hydroxyketone

KW - Radical β-fragmentation

KW - Substituted cyclohexanone

KW - Substituted cyclopentanone

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JF - Tetrahedron Letters

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