A general chemoenzymatic synthesis of enantiopure cis β-amino alcohols from microbially derived cis-glycols

MK Lakshman, S Chaturvedi, B Zajc, DT Gibson…

Index: Lakshman, Mahesh K.; Chaturvedi, Surendrakumar; Zajc, Barbara; Gibson, David T.; Resnick, Sol M. Synthesis, 1998 , # 9 p. 1352 - 1356

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Citation Number: 6

Abstract

Abstract: Enantiomerically pure cis-glycols, derived through the microbial metabolism of hydrocarbons, represent a valuable chiral pool for the synthesis of cis β-amino alcohols. One generally applicable route to these important chiral intermediates is described. Reaction of the metabolically formed diol with α-acetoxyisobutyryl chloride affords regio-and stereoselectively a single trans-1, 2-chlorohydrin acetate isomer. Displacement of chloride ...

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