Sequential cross-coupling of 1, 4-bissilylbutadienes: Synthesis of unsymmetrical 1, 4-disubstituted 1, 3-butadienes

SE Denmark, SA Tymonko

Index: Denmark, Scott E.; Tymonko, Steven A. Journal of the American Chemical Society, 2005 , vol. 127, # 22 p. 8004 - 8005

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Citation Number: 128

Abstract

A mild and general and stereospecific cross-coupling reaction of unsymmetrical 1, 4-bissilyl- 1, 3-butadienes has been accomplished. By the use of either a benzyldimethylsilyl or 2- thienyldimethylsilyl unit at one end of the dienylsilanol, a selective cross-coupling could be effected under mildly basic conditions (KOTMS) to afford 4-aryl-1, 3-dienylsilanes in excellent yield for a wide range of aryl and alkenyl coupling partners. The second cross- ...