Enantioselective biocatalytic synthesis of (S)-monastrol.

Abstract:

:The first enantioselective biocatalytic synthesis of (S)-monastrol has been developed via an unexpected and unusual enzymatic pathway as suitable route. Whereas attempts for a direct hydrolysis of racemic monastrol were not successful, formation of racemic O-butanoyl monastrol and subsequent enantioselective hydrolysis furnished O-butanoyl (S)-monastrol with 97% ee. Cleavage of the O-butanoyl moiety then gave the desired (S)-monastrol with 96% ee.

journal_name

Bioorg Med Chem Lett

authors

Blasco MA,Thumann S,Wittmann J,Giannis A,Gröger H

doi

10.1016/j.bmcl.2010.05.063

subject

Has Abstract

pub_date

2010-08-01 00:00:00

pages

4679-82

issue

15

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(10)00704-3

journal_volume

20

pub_type

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