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Reevaluation of the Mechanism of the Baylis–Hillman Reaction: Implications for Asymmetric Catalysis

Aggarwal, Varinder K., Fulford, Sarah Y., Lloyd‐Jones, Guy C.·2005·Angewandte Chemie International Edition

Abstract

One step beyond: Proton transfer (step 3, see scheme), not CC bond formation (step 2) as previously thought, is the rate-limiting step (RLS) in the initial stage of the Baylis–Hillman reaction, which involves the amine-catalyzed addition of an aldehyde to an activated alkene to generate an allylic alcohol. This finding has considerable implications for asymmetric catalysis of the reaction.

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Metadata

Authors
Aggarwal, V. K., Fulford, S. Y., & Lloyd‐Jones, G. C.
Venue
Angewandte Chemie International Edition
Publisher
Wiley
Published
2005-03-02
Volume
44
Issue
11
Pages
1706-1708
ISSN
  • 1433-7851 (ISSN-L)
  • 1521-3773
OpenAlex
W2158035214
Cited by
243
References
0
FWCI
13.89
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Reevaluation of the Mechanism of the Baylis–Hillman Reaction: Implications for Asymmetric Catalysis. https://app.cochat.ai/papers/10.1002/anie.200462462
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Aggarwal, V. K., Fulford, S. Y., & Lloyd‐Jones, G. C. (2005). Reevaluation of the Mechanism of the Baylis–Hillman Reaction: Implications for Asymmetric Catalysis. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.200462462

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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.