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Communication

Catalytic Enone Cycloallylation via Concomitant Activation of Latent Nucleophilic and Electrophilic Partners: Merging Organic and Transition Metal Catalysis

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Bradley G. Jellerichs, Jong-Rock Kong, and Michael J. Krische*

University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712

J. Am. Chem. Soc., 2003, 125 (26), pp 7758–7759

DOI: 10.1021/ja0301469

Publication Date (Web): June 5, 2003

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, mkrische@mail.utexas.edu

Abstract

Upon exposure of mono-enone mono-allylic carbonates to tributylphosphine and 1 mol % Pd(Ph₃P)₄, efficient conversion to the corresponding cycloallylated products is achieved. This transformation combines the nucleophilic features of the Morita−Baylis−Hillman reaction with the electrophilic features of the Trost−Tsuji reaction.

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Published In Issue July 02, 2003
Received March 3, 2003

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Communication

Catalytic Enone Cycloallylation via Concomitant Activation of Latent Nucleophilic and Electrophilic Partners: Merging Organic and Transition Metal Catalysis

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Metal−Brønsted Acid Cooperative Catalysis for Asymmetric Reductive Amination

Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides

Chiral Counteranions in Asymmetric Transition-Metal Catalysis: Highly Enantioselective Pd/Brønsted Acid-Catalyzed Direct α-Allylation of Aldehydes

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