Lipase??Catalyzed Acetylation of 3??Substituted 2, 3??Dihydro??1H??1, 4??benzodiazepin??2??ones: Effect of temperature and conformation on enantioselectivity and …

A Avdagić, A Lesac, Z Majer, M Hollòsi…

Index: Avdagic; Lesac; Majer; Hollosi; Sunjic Helvetica Chimica Acta, 1998 , vol. 81, # 8 p. 1567 - 1582

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Citation Number: 25

Abstract

Abstract Enantioselectivity of acetylation by vinyl acetate/AcOEt catalyzed by immobilized Candida antarctica lipase (Novozym 435) is studied for rac-3-(hydroxymethyl)-1, 4- benzodiazepin-2-ones 7, 9, 14 (n= 1; number of CH 2 groups in the chain at C (3)), 20 (n= 2), and for prochiral 3, 3-bis (hydroxymethyl) derivative 16. Enantiomeric excess (ee [%]) is correlated with conformational properties of substrates (relative conformation, energy ...