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Asymmetric Diels–Alder Reactions of α,β‐Unsaturated Aldehydes Catalyzed by a Diarylprolinol Silyl Ether Salt in the Presence of Water

Hayashi, Yujiro, Samanta, Sampak, Gotoh, Hiroaki, Ishikawa, Hayato·2008·Angewandte Chemie International Edition

Abstract

Water, water, everywhere: The title reaction predominantly affords the exo isomer with excellent enantioselectivity (see scheme; TMS=trimethylsilyl). The synthesis can be carried out without organic solvents and provides the products by distillation. Water increases the rate and enantioselectivity of the reaction.

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Metadata

Authors
Hayashi, Y., Samanta, S., Gotoh, H., & Ishikawa, H.
Venue
Angewandte Chemie International Edition
Publisher
Wiley
Published
2008-08-11
Volume
47
Issue
35
Pages
6634-6637
ISSN
  • 1433-7851 (ISSN-L)
  • 1521-3773
OpenAlex
W2089775150
Cited by
170
References
0
FWCI
9.24
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Asymmetric Diels–Alder Reactions of α,β‐Unsaturated Aldehydes Catalyzed by a Diarylprolinol Silyl Ether Salt in the Presence of Water. https://app.cochat.ai/papers/10.1002/anie.200801408
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Hayashi, Y., Samanta, S., Gotoh, H., & Ishikawa, H. (2008). Asymmetric Diels–Alder Reactions of α,β‐Unsaturated Aldehydes Catalyzed by a Diarylprolinol Silyl Ether Salt in the Presence of Water. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.200801408

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