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^*

^*Corresponding author for this work

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

37 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",

author = "Song, \{Yu Mi\} and Choi, \{Jin Seok\} and Yang, \{Jung Woon\} and Hogyu Han",

year = "2004",

month = apr,

day = "12",

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

language = "English",

volume = "45",

pages = "3301--3304",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

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

UR - https://www.scopus.com/pages/publications/1642634965

U2 - 10.1016/j.tetlet.2004.02.079

DO - 10.1016/j.tetlet.2004.02.079

M3 - Article

AN - SCOPUS:1642634965

SN - 0040-4039

VL - 45

SP - 3301

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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