Organocatalytic Direct Asymmetric Aldol Reactions in Water

Organocatalytic Direct Asymmetric Aldol Reactions in Water

We have developed direct asymmetric cross-aldol reactions that can be performed in water without addition of organic solvents. A bifunctional catalyst with a long hydrophobic alkyl chain efficiently catalyzed the reactions and afforded the desired aldol products in excellent yield with high enantiom...

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Veröffentlicht in:Journal of the American Chemical Society 2006-01, Vol.128 (3), p.734-735
Hauptverfasser: Mase, Nobuyuki, Nakai, Yusuke, Ohara, Naoko, Yoda, Hidemi, Takabe, Kunihiko, Tanaka, Fujie, Barbas, Carlos F
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Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
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container_issue 3
container_start_page 734
container_title Journal of the American Chemical Society
container_volume 128
creator Mase, Nobuyuki
Nakai, Yusuke
Ohara, Naoko
Yoda, Hidemi
Takabe, Kunihiko
Tanaka, Fujie
Barbas, Carlos F
description We have developed direct asymmetric cross-aldol reactions that can be performed in water without addition of organic solvents. A bifunctional catalyst with a long hydrophobic alkyl chain efficiently catalyzed the reactions and afforded the desired aldol products in excellent yield with high enantiomeric excess, even when only an equal molar ratio of the donor and acceptor was used. These results reveal an effective design strategy for the development of aqueous organocatalytic systems.
doi_str_mv 10.1021/ja0573312
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subjects Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
title Organocatalytic Direct Asymmetric Aldol Reactions in Water
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