Water Enables Direct Use of Allyl Alcohol for Tsuji-Trost Reaction

An aqueous biphasic reaction system enables the direct use of allyl alcohol in the Tsuji-Trost reaction without the help of any activating reagents for allyl alcohol. The reaction conditions are neutral to basic, allowing the use of amines as the nucleophile. Theoretical calculations have elucidated the importance of hydration of the hydroxy group for the smooth generation of -allylpalladium species.

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Author(s): 
Hidenori Kinoshita, Hiroshi Shinokubo, Koichiro Oshima
Journal: 
Organic Lettres, : October 5, 2004