Asymmetric 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds catalyzed by a chiral rhodium complex

Shuichi Oi; Akio Taira; Yoshio Honma; Yoshio Inoue

doi:10.1021/ol0272904

Asymmetric 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds catalyzed by a chiral rhodium complex

Shuichi Oi, Akio Taira, Yoshio Honma, Yoshio Inoue

Environment Conservation Center

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

43 Citations (Scopus)

Abstract

(Matrix presented) Highly enantioselective 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)₂]BF₄ and (S)-BINAP. Both (E)- and (Z)-1-alkenyl groups as well as aryl groups can be introduced enantioselectively into the β-position of a variety of ketones, esters, and amides.

Original language	English
Pages (from-to)	97-99
Number of pages	3
Journal	Organic letters
Volume	5
Issue number	1
DOIs	https://doi.org/10.1021/ol0272904
Publication status	Published - 2003 Jan 9

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0272904

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abstract = "(Matrix presented) Highly enantioselective 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)2]BF4 and (S)-BINAP. Both (E)- and (Z)-1-alkenyl groups as well as aryl groups can be introduced enantioselectively into the β-position of a variety of ketones, esters, and amides.",

author = "Shuichi Oi and Akio Taira and Yoshio Honma and Yoshio Inoue",

year = "2003",

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AU - Oi, Shuichi

AU - Taira, Akio

AU - Honma, Yoshio

AU - Inoue, Yoshio

PY - 2003/1/9

Y1 - 2003/1/9

N2 - (Matrix presented) Highly enantioselective 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)2]BF4 and (S)-BINAP. Both (E)- and (Z)-1-alkenyl groups as well as aryl groups can be introduced enantioselectively into the β-position of a variety of ketones, esters, and amides.

AB - (Matrix presented) Highly enantioselective 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds was found to be catalyzed by a chiral rhodium complex generated from [Rh(cod)(MeCN)2]BF4 and (S)-BINAP. Both (E)- and (Z)-1-alkenyl groups as well as aryl groups can be introduced enantioselectively into the β-position of a variety of ketones, esters, and amides.

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JF - Organic Letters

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Asymmetric 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds catalyzed by a chiral rhodium complex

Abstract

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