Enzyme reactions in apolar solvent. 5. The effect of adjacent unsaturation on the porcine pancreatic lipase catalyzed kinetic resolution of secondary alcohols

B Morgan, AC Oehlschlager…

Index: Morgan, Brian; Oehlschlager, Allan C.; Stokes, Thomas M. Journal of Organic Chemistry, 1992 , vol. 57, # 11 p. 3231 - 3236

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Citation Number: 72

Abstract

The effect of adjacent unsaturation on the enzyme-catalyzed kinetic reaolution of secondary alcohols is studied for a series of allylic, homdylic, propargylic, homopropmgylic, and phenyl- substituted 2-alkanols, using porcine pancreatic lipase (PPL) in auhydrow-0. & dent enautiwlectivily (high E value) was observed for a-phenethyl alcohol (3), propargylic alcohols (8 and ll), and (E)-allylic alcohols (9 and 12), but (Z)-allylic alcohols (10 and 13) ...

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