The Journal of Organic Chemistry

Facile chemoenzymic preparation of enantiomerically pure 2-methylglycerol derivatives as versatile trifunctional C4-synthons

B Wirz, R Barner, J Huebscher

Index: Wirz, Beat; Barner, Richard; Huebscher, Joseph Journal of Organic Chemistry, 1993 , vol. 58, # 15 p. 3980 - 3984

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Citation Number: 35

Abstract

Both enantiomers of a series of synthetically valuable 2-methylglycerol derivatives have been prepared with> 99% ee using a chemoenzymatic reaction sequence. The introduction of chirality was achieved by enantioselective esterification of 1, 2-0-protected 2- methylglycerol 3 or enantioselective hydrolysis of ita butyryl ester 4. The enzymatic reaction proceeded with unusually high selectivity and velocity for a primary alcohol (ester) ...