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Synlett 1995; 1995(5): 447-448
DOI: 10.1055/s-1995-5005
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An Improved Procedure for the Pd(II)-Catalyzed Claisen Rearrangement via In Situ Enol Ether Exchange

Masaharu Sugiura, Manabu Yanagisawa, Takeshi Nakai*
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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The title rearrangement, when carried out using CF3CO2H as a co-catalyst, is shown to proceed at room temperature to afford the Claisen product with a high level of both diastereoselection and asymmetric transmission. The scope and limitation of the new procedure are defined.

Pd(II)-catalysis - Claisen rearrangement - enol ether exchange - diastereocontrol