Enzymatic desymmetrization of a centrosymmetric diacetate

C. Böhm; W. F. Austin; D. Trauner

doi:10.1016/S0957-4166(02)00787-5

Enzymatic desymmetrization of a centrosymmetric diacetate

C. Böhm, W. F. Austin, D. Trauner

Chemistry

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

Abstract

An enantiomerically pure cyclohexanol was synthesized starting from para-xylene 1. The key steps are a stereoselective twofold hydroboration and a pig liver esterase (PLE)-catalyzed desymmetrization of the centrosymmetric cyclohexanediacetate 4.

Original language	English (US)
Pages (from-to)	71-74
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	14
Issue number	1
DOIs	https://doi.org/10.1016/S0957-4166(02)00787-5
State	Published - Jan 6 2003

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "Enzymatic desymmetrization of a centrosymmetric diacetate",

abstract = "An enantiomerically pure cyclohexanol was synthesized starting from para-xylene 1. The key steps are a stereoselective twofold hydroboration and a pig liver esterase (PLE)-catalyzed desymmetrization of the centrosymmetric cyclohexanediacetate 4.",

author = "C. B{\"o}hm and Austin, {W. F.} and D. Trauner",

note = "Funding Information: C.B. is grateful to C. H. Heathcock for financial support and Dr. Frederick J. Hollander and Dr. Allen G. Oliver for the crystal structure determination of compound (−)- 7 .",

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AU - Böhm, C.

AU - Austin, W. F.

AU - Trauner, D.

N1 - Funding Information: C.B. is grateful to C. H. Heathcock for financial support and Dr. Frederick J. Hollander and Dr. Allen G. Oliver for the crystal structure determination of compound (−)- 7 .

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Y1 - 2003/1/6

N2 - An enantiomerically pure cyclohexanol was synthesized starting from para-xylene 1. The key steps are a stereoselective twofold hydroboration and a pig liver esterase (PLE)-catalyzed desymmetrization of the centrosymmetric cyclohexanediacetate 4.

AB - An enantiomerically pure cyclohexanol was synthesized starting from para-xylene 1. The key steps are a stereoselective twofold hydroboration and a pig liver esterase (PLE)-catalyzed desymmetrization of the centrosymmetric cyclohexanediacetate 4.

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Enzymatic desymmetrization of a centrosymmetric diacetate

Abstract

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