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ChemInform Abstract: Enantiocomplementary Synthesis of Functionalized Cycloalkenol Building Blocks Using Lipase

Authors :
Michiyasu Takahashi
Seiichi Takano
Kunio Ogasawara
Takahiro Yamane
Source :
ChemInform. 23
Publication Year :
2010
Publisher :
Wiley, 2010.

Abstract

Racemic 2-carbethoxy-2-cyclopenten-1-ol [(±)- 3a ] and racemic 2-carbethoxy-2-cyclohexen-1-ol [(±)- 3b ] afforded the corresponding ( R -acetates [( R )- 4a and ( R )- 4b ] leaving the corresponding ( S )-alcohols [( S )- 3a and ( S )- 3b ] unchanged upon treatment with vinyl acetate in tert -butyl methyl ether in the presence of lipase PS, respectively, while the racemic acetates [(±)- 4a and (±)- 4b ], derived from racemic precursors, (±)- 3a and (±)- 3b , on suspension with lipase in a phosphate buffer solution afforded the corresponding ( R )-alcohols [( R )- 3a and ( R )- 3b ] leaving the corresponding ( S )-acetates [( S )- 4a and ( S )- 4b ] unchanged, respectively.

Details

ISSN :
09317597
Volume :
23
Database :
OpenAIRE
Journal :
ChemInform
Accession number :
edsair.doi...........9f28da3ad5b8bf5f97cb3f982714258e
Full Text :
https://doi.org/10.1002/chin.199246065