Heterogeneous organocatalysis for the asymmetric desymmetrization of meso-cyclic anhydrides using silica gel-supported bis-cinchona alkaloids

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

doi:10.1016/j.tet.2004.10.046

Heterogeneous organocatalysis for the asymmetric desymmetrization of meso-cyclic anhydrides using silica gel-supported bis-cinchona alkaloids

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

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

52 Citations (Scopus)

Abstract

The silica gel-supported bis-cinchona alkaloid 1a was prepared and found to be an efficient heterogeneous chiral organocatalyst with high catalytic activities, enantioselectivities (up to 92% ee), and recyclability for the asymmetric desymmetrization of meso-cyclic anhydrides with alcoholysis. Graphical Abstract

Original language	English
Pages (from-to)	12051-12057
Number of pages	7
Journal	Tetrahedron
Volume	60
Issue number	52
DOIs	https://doi.org/10.1016/j.tet.2004.10.046
Publication status	Published - 2004 Dec 20

Keywords

Asymmetric organocatalysis
Cinchona alkaloid
Cyclic anhydride
Desymmetrization
Heterogeneous chiral organocatalyst

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2004.10.046

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title = "Heterogeneous organocatalysis for the asymmetric desymmetrization of meso-cyclic anhydrides using silica gel-supported bis-cinchona alkaloids",

abstract = "The silica gel-supported bis-cinchona alkaloid 1a was prepared and found to be an efficient heterogeneous chiral organocatalyst with high catalytic activities, enantioselectivities (up to 92\% ee), and recyclability for the asymmetric desymmetrization of meso-cyclic anhydrides with alcoholysis. Graphical Abstract",

keywords = "Asymmetric organocatalysis, Cinchona alkaloid, Cyclic anhydride, Desymmetrization, Heterogeneous chiral organocatalyst",

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

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journal = "Tetrahedron",

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T1 - Heterogeneous organocatalysis for the asymmetric desymmetrization of meso-cyclic anhydrides using silica gel-supported bis-cinchona alkaloids

AU - Kim, Hyun Sook

AU - Song, Yu Mi

AU - Choi, Jin Seok

AU - Yang, Jung Woon

AU - Han, Hogyu

PY - 2004/12/20

Y1 - 2004/12/20

N2 - The silica gel-supported bis-cinchona alkaloid 1a was prepared and found to be an efficient heterogeneous chiral organocatalyst with high catalytic activities, enantioselectivities (up to 92% ee), and recyclability for the asymmetric desymmetrization of meso-cyclic anhydrides with alcoholysis. Graphical Abstract

AB - The silica gel-supported bis-cinchona alkaloid 1a was prepared and found to be an efficient heterogeneous chiral organocatalyst with high catalytic activities, enantioselectivities (up to 92% ee), and recyclability for the asymmetric desymmetrization of meso-cyclic anhydrides with alcoholysis. Graphical Abstract

KW - Asymmetric organocatalysis

KW - Cinchona alkaloid

KW - Cyclic anhydride

KW - Desymmetrization

KW - Heterogeneous chiral organocatalyst

UR - https://www.scopus.com/pages/publications/9644270477

U2 - 10.1016/j.tet.2004.10.046

DO - 10.1016/j.tet.2004.10.046

M3 - Article

AN - SCOPUS:9644270477

SN - 0040-4020

VL - 60

SP - 12051

EP - 12057

JO - Tetrahedron

JF - Tetrahedron

IS - 52

ER -

Heterogeneous organocatalysis for the asymmetric desymmetrization of meso-cyclic anhydrides using silica gel-supported bis-cinchona alkaloids

Abstract

Keywords

ASJC Scopus subject areas

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