Enantioselective Kinetic Resolution of trans??Cycloalkane??1, 2??diols

…, L Wanka, K Jewell, PR Schreiner

Index: Mueller, Christian E.; Wanka, Lukas; Jewell, Kevin; Schreiner, Peter R. Angewandte Chemie - International Edition, 2008 , vol. 47, # 33 p. 6180 - 6183

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Citation Number: 50

Abstract

The kinetic resolution [1] of chiral trans-cycloalkane-1, 2-diols (1) presents a formidable challenge [2] and a rare case where chemical methods are superior to enzymatic approaches. Taking the kinetic resolution of trans-cyclohexane-1, 2-diol (1a, n= 2) through monoacylation as the delineating test reaction, it was shown that various Pseudomonas lipases display both low activities (reaction times typically within the range of days) and ...

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