Tetrahedron Asymmetry p. 2385 - 2394 (1995)
Update date:2022-07-29
Topics:
Naemura
Fukuda
Murata
Konishi
Hirose
Tobe
Primary alcohols having a hydroxymethyl group at an S sterogemic center and secondary alcohols with an R configuration are preferentially acylated to give the corresponding acetates by lipase YS (from Pseudomonas fluorescens)-catalyzed acylation using isopropenyl acetate as the acylating agent in diisopropyl ether. On the basis of enantiomer selectivities observed, a predictive active site model for lipase YS is proposed for identifying which enantiomer of a primary or a secondary alcohol reacts faster in this acylation.
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Doi:10.1021/cm2004648
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