Asymmetric allyltributylstannane addition to ketones catalyzed by chiral PYBOX-In(III) complex immobilized in ionic liquid

Jun Lu; Shun Jun Ji; Yong Chua Teo; Teck Peng Loh

doi:10.1016/j.tetlet.2005.08.090

Asymmetric allyltributylstannane addition to ketones catalyzed by chiral PYBOX-In(III) complex immobilized in ionic liquid

Jun Lu, Shun Jun Ji^*, Yong Chua Teo, Teck Peng Loh

^*Corresponding author for this work

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

40 Citations (Scopus)

Abstract

An indium complex of chiral PYBOX was applied in the catalytic asymmetric allylation of ketones in the ionic liquid. It was found that this chiral indium complex was strong enough to promote the reaction of ketones with allyltributylstannane smoothly. The products were obtained in moderate to high enantioselectivities, and the chiral catalyst immobilized in the ionic liquid could be reused with comparable enantioselectivities and yields.

Original language	English
Pages (from-to)	7435-7437
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	43
DOIs	https://doi.org/10.1016/j.tetlet.2005.08.090
Publication status	Published - Oct 24 2005
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Asymmetric allylation
Indium
Ionic liquid
Ketone
PYBOX

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10.1016/j.tetlet.2005.08.090

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title = "Asymmetric allyltributylstannane addition to ketones catalyzed by chiral PYBOX-In(III) complex immobilized in ionic liquid",

abstract = "An indium complex of chiral PYBOX was applied in the catalytic asymmetric allylation of ketones in the ionic liquid. It was found that this chiral indium complex was strong enough to promote the reaction of ketones with allyltributylstannane smoothly. The products were obtained in moderate to high enantioselectivities, and the chiral catalyst immobilized in the ionic liquid could be reused with comparable enantioselectivities and yields.",

keywords = "Asymmetric allylation, Indium, Ionic liquid, Ketone, PYBOX",

author = "Jun Lu and Ji, {Shun Jun} and Teo, {Yong Chua} and Loh, {Teck Peng}",

year = "2005",

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doi = "10.1016/j.tetlet.2005.08.090",

language = "English",

volume = "46",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Asymmetric allyltributylstannane addition to ketones catalyzed by chiral PYBOX-In(III) complex immobilized in ionic liquid

AU - Lu, Jun

AU - Ji, Shun Jun

AU - Teo, Yong Chua

AU - Loh, Teck Peng

PY - 2005/10/24

Y1 - 2005/10/24

N2 - An indium complex of chiral PYBOX was applied in the catalytic asymmetric allylation of ketones in the ionic liquid. It was found that this chiral indium complex was strong enough to promote the reaction of ketones with allyltributylstannane smoothly. The products were obtained in moderate to high enantioselectivities, and the chiral catalyst immobilized in the ionic liquid could be reused with comparable enantioselectivities and yields.

AB - An indium complex of chiral PYBOX was applied in the catalytic asymmetric allylation of ketones in the ionic liquid. It was found that this chiral indium complex was strong enough to promote the reaction of ketones with allyltributylstannane smoothly. The products were obtained in moderate to high enantioselectivities, and the chiral catalyst immobilized in the ionic liquid could be reused with comparable enantioselectivities and yields.

KW - Asymmetric allylation

KW - Indium

KW - Ionic liquid

KW - Ketone

KW - PYBOX

UR - http://www.scopus.com/inward/record.url?scp=25444436219&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=25444436219&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.08.090

DO - 10.1016/j.tetlet.2005.08.090

M3 - Article

AN - SCOPUS:25444436219

SN - 0040-4039

VL - 46

SP - 7435

EP - 7437

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 43

ER -

Asymmetric allyltributylstannane addition to ketones catalyzed by chiral PYBOX-In(III) complex immobilized in ionic liquid

Abstract

ASJC Scopus Subject Areas

Keywords

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