Introduction of a quaternary stereogenic center to oxindole using cholinesterase-catalyzed asymmetric hydrolysis

Koichi Nakazawa; Masaki Hayashi; Masakazu Tanaka; Mariko Aso; Hiroshi Suemune

doi:10.1016/S0957-4166(01)00138-0

Introduction of a quaternary stereogenic center to oxindole using cholinesterase-catalyzed asymmetric hydrolysis

Koichi Nakazawa, Masaki Hayashi, Masakazu Tanaka, Mariko Aso, Hiroshi Suemune

Chemo-Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids.

Original language	English
Pages (from-to)	897-901
Number of pages	5
Journal	Tetrahedron Asymmetry
Volume	12
Issue number	6
DOIs	https://doi.org/10.1016/S0957-4166(01)00138-0
Publication status	Published - Jun 17 2001

All Science Journal Classification (ASJC) codes

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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Cite this

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abstract = "Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids.",

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AU - Nakazawa, Koichi

AU - Hayashi, Masaki

AU - Tanaka, Masakazu

AU - Aso, Mariko

AU - Suemune, Hiroshi

PY - 2001/6/17

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N2 - Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids.

AB - Prochiral diesters bearing an oxindole skeleton were efficiently prepared from oxindole. Cholinesterase-catalyzed hydrolysis of prochiral dipropionate afforded an optically active monoalcohol of 95% e.e. The obtained monoalcohol might find use as a versatile intermediate in the enantioselective synthesis of indole alkaloids.

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JF - Tetrahedron Asymmetry

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ER -

Introduction of a quaternary stereogenic center to oxindole using cholinesterase-catalyzed asymmetric hydrolysis

Abstract

All Science Journal Classification (ASJC) codes

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