Chemoenzymatic Access to Chiral Tetrols Produced by Thiamine Diphosphate Dependent Benzaldehyde Lyase
European journal of organic chemistry（2018）
Abstract
Highly functionalized polyol building blocks have been synthesized by means of stereoselective chemoenzymatic C–C bond formation followed by stereoselective reduction. Catalysis by thiamine diphosphate (ThDP) dependent benzaldehyde lyase (BAL) with glyceraldehyde acetonide as acceptor substrate gave highly stereoenriched polyols such as (1S,2S,3R)‐1‐phenylbutane‐1,2,3,4‐tetrol (1), the 3,4‐protected anti‐1,2‐diol 5, and the precursor of both compounds, 2‐hydroxyketone 4.
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Key words
Asymmetric biocatalysis,Chirality,Diastereoselectivity,Synthesis,Polyols
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