Silica gel-supported bis-cinchona alkaloid: A chiral catalyst for the heterogeneous asymmetric desymmetrization of meso-cyclic anhydrides

Yu Mi Song; Jin Seok Choi; Jung Woon Yang; Hogyu Han

doi:10.1016/j.tetlet.2004.02.079

Silica gel-supported bis-cinchona alkaloid: A chiral catalyst for the heterogeneous asymmetric desymmetrization of meso-cyclic anhydrides

Yu Mi Song, Jin Seok Choi, Jung Woon Yang, Hogyu Han

College of Science

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

36 Citations (Scopus)

Abstract

A one-pot conversion of meso-cyclic anhydrides with alcoholysis in diethyl ether using SGS-(DHQ)₂AQN 4, a silica gel-supported chiral catalyst, into the corresponding desymmetrized mono ester acids was achieved with enantiomeric excesses of up to 84% under mild and efficient conditions.

Original language	English
Pages (from-to)	3301-3304
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	16
DOIs	https://doi.org/10.1016/j.tetlet.2004.02.079
Publication status	Published - 2004 Apr 12

Keywords

(DHQ)AQN
Catalyst immobilization
Desymmetrization
SGS-(DHQ)AQN
meso-Cyclic anhydride

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2004.02.079

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title = "Silica gel-supported bis-cinchona alkaloid: A chiral catalyst for the heterogeneous asymmetric desymmetrization of meso-cyclic anhydrides",

abstract = "A one-pot conversion of meso-cyclic anhydrides with alcoholysis in diethyl ether using SGS-(DHQ)2AQN 4, a silica gel-supported chiral catalyst, into the corresponding desymmetrized mono ester acids was achieved with enantiomeric excesses of up to 84% under mild and efficient conditions.",

keywords = "(DHQ)AQN, Catalyst immobilization, Desymmetrization, SGS-(DHQ)AQN, meso-Cyclic anhydride",

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year = "2004",

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doi = "10.1016/j.tetlet.2004.02.079",

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T1 - Silica gel-supported bis-cinchona alkaloid

T2 - A chiral catalyst for the heterogeneous asymmetric desymmetrization of meso-cyclic anhydrides

AU - Song, Yu Mi

AU - Choi, Jin Seok

AU - Yang, Jung Woon

AU - Han, Hogyu

PY - 2004/4/12

Y1 - 2004/4/12

N2 - A one-pot conversion of meso-cyclic anhydrides with alcoholysis in diethyl ether using SGS-(DHQ)2AQN 4, a silica gel-supported chiral catalyst, into the corresponding desymmetrized mono ester acids was achieved with enantiomeric excesses of up to 84% under mild and efficient conditions.

AB - A one-pot conversion of meso-cyclic anhydrides with alcoholysis in diethyl ether using SGS-(DHQ)2AQN 4, a silica gel-supported chiral catalyst, into the corresponding desymmetrized mono ester acids was achieved with enantiomeric excesses of up to 84% under mild and efficient conditions.

KW - (DHQ)AQN

KW - Catalyst immobilization

KW - Desymmetrization

KW - SGS-(DHQ)AQN

KW - meso-Cyclic anhydride

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DO - 10.1016/j.tetlet.2004.02.079

M3 - Article

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SN - 0040-4039

VL - 45

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EP - 3304

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 16

ER -

Silica gel-supported bis-cinchona alkaloid: A chiral catalyst for the heterogeneous asymmetric desymmetrization of meso-cyclic anhydrides

Abstract

Keywords

ASJC Scopus subject areas

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