Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups

Su Seong Lee; Sukandar Hadinoto; Jackie Y. Ying

doi:10.1002/adsc.200606027

Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups

Su Seong Lee, Sukandar Hadinoto, Jackie Y. Ying^*

^*Corresponding author for this work

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

48 Scopus citations

Abstract

Siliceous mesocellular foams (MCF) were partially surface-modified with trimethylsilyl (TMS) groups prior to the immobilization of chiral tert-butylbisoxazolines. The resulting MCF-supported bisoxazoline-Cu(I) catalyst showed superior enantioselectivity (up to 95% ee) in asymmetric cyclopropanation, compared to that supported on MCF without TMS precapping. This heterogenized catalyst also exhibited excellent recyclability.

Original language	English
Pages (from-to)	1248-1254
Number of pages	7
Journal	Advanced Synthesis and Catalysis
Volume	348
Issue number	10-11
DOIs	https://doi.org/10.1002/adsc.200606027
State	Published - Jul 2006
Externally published	Yes

Keywords

Chiral bisoxazoline
Copper
Cyclopropanation
Immobilization
Mesoporous silica

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200606027

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abstract = "Siliceous mesocellular foams (MCF) were partially surface-modified with trimethylsilyl (TMS) groups prior to the immobilization of chiral tert-butylbisoxazolines. The resulting MCF-supported bisoxazoline-Cu(I) catalyst showed superior enantioselectivity (up to 95% ee) in asymmetric cyclopropanation, compared to that supported on MCF without TMS precapping. This heterogenized catalyst also exhibited excellent recyclability.",

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AU - Lee, Su Seong

AU - Hadinoto, Sukandar

AU - Ying, Jackie Y.

PY - 2006/7

Y1 - 2006/7

N2 - Siliceous mesocellular foams (MCF) were partially surface-modified with trimethylsilyl (TMS) groups prior to the immobilization of chiral tert-butylbisoxazolines. The resulting MCF-supported bisoxazoline-Cu(I) catalyst showed superior enantioselectivity (up to 95% ee) in asymmetric cyclopropanation, compared to that supported on MCF without TMS precapping. This heterogenized catalyst also exhibited excellent recyclability.

AB - Siliceous mesocellular foams (MCF) were partially surface-modified with trimethylsilyl (TMS) groups prior to the immobilization of chiral tert-butylbisoxazolines. The resulting MCF-supported bisoxazoline-Cu(I) catalyst showed superior enantioselectivity (up to 95% ee) in asymmetric cyclopropanation, compared to that supported on MCF without TMS precapping. This heterogenized catalyst also exhibited excellent recyclability.

KW - Chiral bisoxazoline

KW - Copper

KW - Cyclopropanation

KW - Immobilization

KW - Mesoporous silica

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JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 10-11

ER -

Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups

Abstract

Keywords

ASJC Scopus subject areas

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