Highly substituted enynes via a palladium-catalyzed tandem three carbon–carbon bonds forming reaction procedure from benzyl halides and alkynyl tributyltin reagents

The first report of the palladium-catalyzed cross coupling reaction of benzyl halides with alkynyl tributyltin reagents is described. This unprecedented coupling, which involves in a single reaction a tandem Stille–carbopalladation–Stille sequence allows the formation of three carbon–carbon bonds chemo-, regio- and stereoselectively and provides an efficient synthesis of highly substituted enynes.