Tetrahedron letters

Silver triflate-promoted coupling reactions of benzylic and allylic sulfides with O-silylated enolates of ketones and esters, a synthesis of (±)-ar-turmerone

K Takeda, K Torii, H Ogura

Index: Takeda, Kazuyoshi; Torii, Katsumi; Ogura, Haruo Tetrahedron Letters, 1990 , vol. 31, # 2 p. 265 - 266

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Citation Number: 10

Abstract

Summary: Reactions of benzylic and allylic sulfides 1. having 5-mercapto-l-phenyl-lg-tetra- zolyl group with g-silylated ketone and ester enolates 2 in the presence of silver triflate gave coupling products 3 in good yield. (i)-ar-turmerone was synthesized by this method. - - Alkyl and allylic sulfides have been used widely as intermediates for the formations of carbon-carbon bonds. 1) Recently, we have reported the single-step preparations of benzylic and allylic sulfides ...