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

50 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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title = "Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups",

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.",

keywords = "Chiral bisoxazoline, Copper, Cyclopropanation, Immobilization, Mesoporous silica",

author = "Lee, \{Su Seong\} and Sukandar Hadinoto and Ying, \{Jackie Y.\}",

year = "2006",

month = jul,

doi = "10.1002/adsc.200606027",

language = "English",

volume = "348",

pages = "1248--1254",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

number = "10-11",

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T1 - Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups

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

UR - https://www.scopus.com/pages/publications/33746756044

U2 - 10.1002/adsc.200606027

DO - 10.1002/adsc.200606027

M3 - Article

AN - SCOPUS:33746756044

SN - 1615-4150

VL - 348

SP - 1248

EP - 1254

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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