NDLI: Minor Enantiomer Recycling: Metal Catalyst, Organocatalyst and Biocatalyst Working in Concert

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Fransson, Linda Wingstrand, Erica Laurell, Anna Hult, Karl Moberg, Christina
Description	Author Affiliation: Wingstrand E ( KTH School of Chemical Science and Engineering, Organic Chemistry, 100 44 Stockholm, Sweden.)
Abstract	A minor enantiomer recycling one-pot procedure employing two reinforcing chiral catalysts has been developed. Continuous regeneration of the achiral starting material is effected via selective enzyme-catalyzed hydrolysis of the minor product enantiomer from Lewis acid–Lewis base catalyzed addition of acyl cyanides to prochiral aldehydes in a two-phase solvent system. The process provides O-acylated cyanohydrins in close to perfect enantioselectivities, higher than those obtained in the direct process, and in high yields. A combination of a (S,S)-salen Ti Lewis acid and Candida antarctica lipase B provides the products with R absolute configuration, whereas the opposite enantiomer is obtained from the (R,R)-salen Ti complex and Candida rugosa lipase.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	44
Volume Number	15
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2009-11-09
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Biocatalysis Chemistry Organic Chemicals Fungal Proteins Kinetics Lipase Metabolism Stereoisomerism Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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Minor Enantiomer Recycling: Metal Catalyst, Organocatalyst and Biocatalyst Working in Concert