Resolution of 2-aryloxy-1-propanols via lipase-catalyzed enantioselective acylation in organic media

T Miyazawa, T Yukawa, T Koshiba, H Sakamoto…

Index: Miyazawa, Toshifumi; Yukawa, Tomoyuki; Koshiba, Takashi; Sakamoto, Hiroko; Ueji, Shinichi; Yanagihara, Ryoji; Yamada, Takashi Tetrahedron Asymmetry, 2001 , vol. 12, # 11 p. 1595 - 1602

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Citation Number: 15

Abstract

2-Aryloxy-1-propanols, primary alcohols with an oxygen atom at the stereocenter, were resolved with good to high enantioselectivity by acylation with vinyl butanoate mediated by Pseudomonas sp. lipase in di-iso-propyl ether. Potential factors affecting the enantioselectivity of the enzymatic acylation were examined: solvents, acyl donors and temperature. Using this enantioselective acylation procedure, enantiomerically pure (R)-2- ...