Palladium??Catalyzed Intramolecular Hydroalkylation of Alkenyl?螃漫?Keto Esters, α??Aryl Ketones, and Alkyl Ketones in the Presence of Me3SiCl or HCl

…, X Wang, T Pei, RA Widenhoefer

Index: Han, Xiaoqing; Wang, Xiang; Pei, Tao; Widenhoefer, Ross A. Chemistry - A European Journal, 2004 , vol. 10, # 24 p. 6333 - 6342

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Citation Number: 47

Abstract

Abstract Reaction of 3-butenyl β-keto esters or 3-butenyl α-aryl ketones with a catalytic amount of [PdCl 2 (CH 3 CN) 2](2) and a stoichiometric amount of Me 3 SiCl or Me 3 SiCl/CuCl 2 in dioxane at 25–70 C formed 2-substituted cyclohexanones in good yield with high regioselectivity. This protocol tolerated a number of ester and aryl groups and tolerated substitution at the allylic, enolic, and cis and trans terminal olefinic positions. In situ NMR ...