Asymmetrie direct vinylogous aldol reaction of furanone derivatives catalyzed by an axially chiral guanidine base

Hitoshi Ube; Naoki Shimada; Masahiro Terada

doi:10.1002/anie.200906647

Asymmetrie direct vinylogous aldol reaction of furanone derivatives catalyzed by an axially chiral guanidine base

Hitoshi Ube, Naoki Shimada, Masahiro Terada

SCI - Chemistry

Tohoku University

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

155 Citations (Scopus)

Abstract

Ace of Base: The first highly enantioselectlve direct vinylogous aldol reaction of dihalogenated or α-thio-substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ-substituted butenolides. (Figure Presented)

Original language	English
Pages (from-to)	1858-1861
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	10
DOIs	https://doi.org/10.1002/anie.200906647
Publication status	Published - 2010 Mar 1

Keywords

Aldol reaction
Asymmetric catalysis
Butenolides
Guanidine
Organocatalysis

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10.1002/anie.200906647

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abstract = "Ace of Base: The first highly enantioselectlve direct vinylogous aldol reaction of dihalogenated or α-thio-substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ-substituted butenolides. (Figure Presented)",

keywords = "Aldol reaction, Asymmetric catalysis, Butenolides, Guanidine, Organocatalysis",

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AU - Ube, Hitoshi

AU - Shimada, Naoki

AU - Terada, Masahiro

PY - 2010/3/1

Y1 - 2010/3/1

N2 - Ace of Base: The first highly enantioselectlve direct vinylogous aldol reaction of dihalogenated or α-thio-substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ-substituted butenolides. (Figure Presented)

AB - Ace of Base: The first highly enantioselectlve direct vinylogous aldol reaction of dihalogenated or α-thio-substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ-substituted butenolides. (Figure Presented)

KW - Aldol reaction

KW - Asymmetric catalysis

KW - Butenolides

KW - Guanidine

KW - Organocatalysis

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 10

ER -

Asymmetrie direct vinylogous aldol reaction of furanone derivatives catalyzed by an axially chiral guanidine base

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Keywords

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