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Synthesis 2004(15): 2463-2470  
DOI: 10.1055/s-2004-831217
PAPER
© Georg Thieme Verlag Stuttgart · New York

Novel Synthesis of Optically Pure Indolylglycinols Using Lipase-Mediated Resolution

Takashi Kouko, Jun-ichi Kobayashi, Asami Ohta, Masanori Sakamoto, Tomomi Kawasaki*
Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan
Fax: +81(424)958763; e-Mail: kawasaki@my-pharm.ac.jp;
Further Information

Publication History

Received 28 May 2004
Publication Date:
16 September 2004 (online)

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Abstract

Optically pure indolylglycinols were prepared from indolin-3-ones through lipase-mediated kinetic resolution of 2-azido-2-(indol-3-yl)ethyl acetates.

Key words

kinetic resolution - enzymes - amino alcohols - indoles - hydrolysis

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Since (E)-indolylidene ester 4d gradually transformed to (Z)-isomer 3d by post-treatment, 4d was not obtained.