Diastereoselective synthesis of optically active (2 R,5 R)-hexanediol.

Abstract:

:Diastereoselective reduction of diketones with Lactobacillus kefir DSM 20587 was examined. The reduction of both oxo-functions proceeded highly diastereoselectively. (2 R,5 R)-Hexanediol 3 was produced starting from (2,5)-hexanedione 1 in quantitative yields with enantiomeric excess >99% and diastereomeric excess >99%. The reaction conditions were optimized: maximum yield of (2 R,5 R)-hexanediol was reached at pH 6, 30 degrees C and with equal amounts of substrate and cosubstrate. The applicability of the system in fed-batch experiments was demonstrated. The feed specific biomass concentration required to reach maximal yield and selectivity in fed-batch mode was determined.

authors

Haberland J,Kriegesmann A,Wolfram E,Hummel W,Liese A

doi

10.1007/s00253-002-0936-5

subject

Has Abstract

pub_date

2002-04-01 00:00:00

pages

595-9

issue

5

eissn

0175-7598

issn

1432-0614

journal_volume

58

pub_type

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