Copper (II) Triflate??Catalyzed Nucleophilic Substitution of Propargylic Acetates with Enoxysilanes. A Straightforward Synthetic Route to Polysubstituted Furans

Z Zhan, S Wang, X Cai, H Liu, J Yu…

Index: Zhan, Zhuang-Ping; Wang, Shao-Pei; Cai, Xu-Bin; Liu, Hui-Juan; Yu, Jing-Liang; Cui, Yuan-Yuan Advanced Synthesis and Catalysis, 2007 , vol. 349, # 13 p. 2097 - 2102

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Citation Number: 43

Abstract

Abstract A novel and efficient procedure for the synthesis of γ-alkynyl ketones by the nucleophilic substitution of propargylic acetates with enoxysilanes in the presence of a catalytic amount of Copper (II) triflate, has been developed. The substitution reaction can be followed by a 4-toluenesulfonic acid-catalyzed cyclization without purification of the γ-alkynyl ketone intermediates, offering a straightforward synthetic route to polysubstituted furans.