Journal
TETRAHEDRON
Volume 57, Issue 24, Pages 5219-5225Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00363-5
Keywords
insertion; carbenes; palladium
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Palladium(II) salts catalyze the Kirmse reaction of allylsulfides with trimethylsilyldiazomethane (TMSD) to give homoallyl-sulfides. Similarly, TMSD can intercept ArPdX intermediates generated during Stille couplings to give benzhydryl derivatives. The yields of this process are limited by overinsertion and beta -elimination. insertion and elimination can be harnessed to generate styrenes from benzylic halides in the presence of palladium (0) catalysts. (C) 2001 Elsevier Science Ltd. AU rights reserved.
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