A chelation approach toward activation of Csp3-S bonds. Nickel-catalyzed selective cross coupling of bisdithioacetals with Grignard reagents

KT Wong, TY Luh

Index: Wong, Ken-Tsung; Luh, Tien-Yau Journal of the American Chemical Society, 1992 , vol. 114, # 18 p. 7308 - 7310

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Citation Number: 17

Abstract

12'thioacetal group may either remain intact (route a) or undergo a further coupling process (route b). The selectivity of these routes depends on the relative position of this sulfur moiety to the first double bond thus produced. In other words, when the olefin moiety is formed in a relatively “remote” position, no “interaction” between this double bond and the sulfur group would occur. The reaction would stop at this stage to give an olefin-dithioacetal (route a). ...