Enzymes in organic synthesis, 4. Investigation of the pancreatin??catalyzed acylation of cis??cyclopent??2??ene??1, 4??diol with various trichloroethyl and vinyl Alkanoates

F Theil, H Schick, MA Lapitskaya…

Index: Theil, Fritz; Schick, Hans; Lapitskaya, Margarita A.; Pivnitsky, Kasimir K. Liebigs Annalen der Chemie, 1991 , # 3 p. 195 - 200

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Citation Number: 16

Abstract

Abstract During the pancreatin-catalyzed acetylation of the meso-diol 1 with 2, 2, 2- trichloroethyl acetate (2a) in tetrahydrofuran/tri-ethylamine, the enantiomeric monoacetates 3a and ent-3a are formed at nearly equal rates. ent-3a is rapidly acetylated in a second enzyme-catalyzed step, forming 4a, whereas 3a resists further enzymatic acetylation. Thus, the monoacetate 3a can be obtained in 48% yield with an enantiomeric excess (ee) of ...