Asymmetric Aldol Reaction of α,α-Disubstituted Acetaldehydes Catalyzed by Diphenylprolinol Silyl Ether for the Construction of Quaternary Stereogenic Centers

Yujiro Hayashi; Hiroki Shomura; Qianqian Xu; Martin James Lear; Itaru Sato

doi:10.1002/ejoc.201500585

Asymmetric Aldol Reaction of α,α-Disubstituted Acetaldehydes Catalyzed by Diphenylprolinol Silyl Ether for the Construction of Quaternary Stereogenic Centers

Yujiro Hayashi, Hiroki Shomura, Qianqian Xu, Martin James Lear, Itaru Sato

SCI - Chemistry

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

6 Citations (Scopus)

Abstract

The asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer was successfully catalyzed by diphenylprolinol silyl ether 3 to generate all-carbon quaternary stereogenic centers with good enantioselectivity. Diphenylprolinol silyl ether is an effective organocatalyst in the asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer to generate all-carbon quaternary stereogenic centers with good enantioselectivity.

Original language	English
Pages (from-to)	4316-4319
Number of pages	4
Journal	European Journal of Organic Chemistry
Volume	2015
Issue number	20
DOIs	https://doi.org/10.1002/ejoc.201500585
Publication status	Published - 2015 Jul 1

Keywords

Aldol reactions
Asymmetric synthesis
Organocatalysis
Quaternary stereogenic center

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.201500585

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Asymmetric Aldol Reaction of α,α-Disubstituted Acetaldehydes Catalyzed by Diphenylprolinol Silyl Ether for the Construction of Quaternary Stereogenic Centers. / Hayashi, Yujiro; Shomura, Hiroki; Xu, Qianqian et al.
In: European Journal of Organic Chemistry, Vol. 2015, No. 20, 01.07.2015, p. 4316-4319.

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

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abstract = "The asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer was successfully catalyzed by diphenylprolinol silyl ether 3 to generate all-carbon quaternary stereogenic centers with good enantioselectivity. Diphenylprolinol silyl ether is an effective organocatalyst in the asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer to generate all-carbon quaternary stereogenic centers with good enantioselectivity.",

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AU - Hayashi, Yujiro

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AU - Xu, Qianqian

AU - Lear, Martin James

AU - Sato, Itaru

PY - 2015/7/1

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N2 - The asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer was successfully catalyzed by diphenylprolinol silyl ether 3 to generate all-carbon quaternary stereogenic centers with good enantioselectivity. Diphenylprolinol silyl ether is an effective organocatalyst in the asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer to generate all-carbon quaternary stereogenic centers with good enantioselectivity.

AB - The asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer was successfully catalyzed by diphenylprolinol silyl ether 3 to generate all-carbon quaternary stereogenic centers with good enantioselectivity. Diphenylprolinol silyl ether is an effective organocatalyst in the asymmetric cross-aldol reaction of α,α-disubstituted acetaldehydes with commercial ethyl glyoxylate polymer to generate all-carbon quaternary stereogenic centers with good enantioselectivity.

KW - Aldol reactions

KW - Asymmetric synthesis

KW - Organocatalysis

KW - Quaternary stereogenic center

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Asymmetric Aldol Reaction of α,α-Disubstituted Acetaldehydes Catalyzed by Diphenylprolinol Silyl Ether for the Construction of Quaternary Stereogenic Centers

Abstract

Keywords

ASJC Scopus subject areas

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