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Organocatalytic Direct Asymmetric Aldol Reactions in Water

Mase, Nobuyuki, Nakai, Yusuke, Ohara, Naoko, Yoda, Hidemi, Takabe, Kunihiko, Tanaka, Fujie, Barbas, Carlos F.·2006·Journal of the American Chemical Society

Abstract

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.

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Metadata

Authors
Mase, N., Nakai, Y., Ohara, N., Yoda, H., Takabe, K., Tanaka, F., & Barbas, C. F.
Venue
Journal of the American Chemical Society
Published
2005-12-31
Volume
128
Issue
3
Pages
734-735
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2075392135
Cited by
653
References
0
FWCI
33.15
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Organocatalytic Direct Asymmetric Aldol Reactions in Water. https://app.cochat.ai/papers/10.1021/ja0573312
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Mase, N., Nakai, Y., Ohara, N., Yoda, H., Takabe, K., Tanaka, F., & Barbas, C. F. (2006). Organocatalytic Direct Asymmetric Aldol Reactions in Water. Journal of the American Chemical Society. https://doi.org/10.1021/ja0573312

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.