Efficient chemoenzymatic enantioselective synthesis of diacylglycerols (DAG)

…, L Banfi, A Basso, E Bevilacqua, L Bondanza…

Index: Guanti, Giuseppe; Banfi, Luca; Basso, Andrea; Bevilacqua, Elisabetta; Bondanza, Laura; Riva, Renata Tetrahedron Asymmetry, 2004 ,  vol. 15,  # 18  p. 2889 - 2892

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Citation Number: 21

Abstract

A new efficient chemoenzymatic methodology for the production of 3-O-benzyl-sn-glycerol and 1, 2-O-dipalmitoyl-sn-glycerol has been developed. It starts from racemic 1-O- benzylglycerol and is based on the sequential enzymatic acylation––Mitsunobu inversion–– enzymatic hydrolysis, which has been performed without isolation of the intermediates. In this way a 70–75% yield of 3-O-benzyl-sn-glycerol with 94–96% ee has been obtained.