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

理学研究科・化学専攻

研究成果: Article › 査読

6 被引用数 (Scopus)

抄録

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.

本文言語	English
ページ（範囲）	4316-4319
ページ数	4
ジャーナル	European Journal of Organic Chemistry
巻	2015
号	20
DOI	https://doi.org/10.1002/ejoc.201500585
出版ステータス	Published - 2015 7月 1

ASJC Scopus subject areas

物理化学および理論化学
有機化学

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10.1002/ejoc.201500585

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引用スタイル

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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.",

keywords = "Aldol reactions, Asymmetric synthesis, Organocatalysis, Quaternary stereogenic center",

author = "Yujiro Hayashi and Hiroki Shomura and Qianqian Xu and Lear, {Martin James} and Itaru Sato",

note = "Publisher Copyright: Copyright {\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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T1 - Asymmetric Aldol Reaction of α,α-Disubstituted Acetaldehydes Catalyzed by Diphenylprolinol Silyl Ether for the Construction of Quaternary Stereogenic Centers

AU - Hayashi, Yujiro

AU - Shomura, Hiroki

AU - Xu, Qianqian

AU - Lear, Martin James

AU - Sato, Itaru

PY - 2015/7/1

Y1 - 2015/7/1

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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