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2004
Biochemical syntheses
O 0035
Lipase-Mediated Deracemization of Secondary 1-Phenyl-Substituted Propargylic
of Different Topology. — The kinetic enzymatic resolution of secondary
52- 030 Alcohols
propargylic alcohols is studied on three structurally different alcohols (I), (VI) and
(VII). Only alcohol (I) gives noticeable conversion in the enzyme-catalyzed acetylation, while the other two alcohols (VI) and (VII) are unreactive due to the unfavorable
steric environment of the hydroxy group. The enantioselectivity in enzymatic acetylation of (I) as well as deacetylation of the corresponding racemic acetate (III) is only low
(15—20% e.e.). Higher enantioselectivity, however, is achieved by use of the tricarbonylchromium-complexed analogue (IV) (95% e.e.), although the conversion is only
low. — (VLASYUK, A. L.; GAMALEVICH, G. D.; IGNATENKO, A. V.;
SEREBRYAKOV*, E. P.; STRUCHKOVA, M. I.; Russ. Chem. Bull. 53 (2004) 3,
693-702; Zelinsky Inst. Org. Chem., Russ. Acad. Sci., Moscow 117913, Russia;
Eng.) — Mischke
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