Enzymatic desymmetrization of a centrosymmetric diacetate

C. Böhm, W. F. Austin, Dirk Trauner

Research output: Contribution to journalArticle

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 languageEnglish (US)
Pages (from-to)71-74
Number of pages4
JournalTetrahedron Asymmetry
Volume14
Issue number1
DOIs
StatePublished - Jan 6 2003

Fingerprint

Cyclohexanols
hydroboration
swine
xylene
Esterases
Xylene
liver
Liver
4-xylene

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Enzymatic desymmetrization of a centrosymmetric diacetate. / Böhm, C.; Austin, W. F.; Trauner, Dirk.

In: Tetrahedron Asymmetry, Vol. 14, No. 1, 06.01.2003, p. 71-74.

Research output: Contribution to journalArticle

Böhm, C. ; Austin, W. F. ; Trauner, Dirk. / Enzymatic desymmetrization of a centrosymmetric diacetate. In: Tetrahedron Asymmetry. 2003 ; Vol. 14, No. 1. pp. 71-74.
@article{7512ffe9e13942939fb7f113a64999ca,
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 Dirk Trauner",
year = "2003",
month = "1",
day = "6",
doi = "10.1016/S0957-4166(02)00787-5",
language = "English (US)",
volume = "14",
pages = "71--74",
journal = "Tetrahedron Asymmetry",
issn = "0957-4166",
publisher = "Elsevier Limited",
number = "1",

}

TY - JOUR

T1 - Enzymatic desymmetrization of a centrosymmetric diacetate

AU - Böhm, C.

AU - Austin, W. F.

AU - Trauner, Dirk

PY - 2003/1/6

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.

UR - http://www.scopus.com/inward/record.url?scp=0037421326&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037421326&partnerID=8YFLogxK

U2 - 10.1016/S0957-4166(02)00787-5

DO - 10.1016/S0957-4166(02)00787-5

M3 - Article

AN - SCOPUS:0037421326

VL - 14

SP - 71

EP - 74

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

SN - 0957-4166

IS - 1

ER -