jo980249n_si_001.pdf (168.57 kB)
Highly Regioselective Palladium-Catalyzed Internal Arylation of Allyltrimethylsilane with Aryl Triflates
journal contribution
posted on 1998-07-03, 00:00 authored by Kristofer Olofsson, Mats Larhed, Anders HallbergHighly regioselective ligand-controlled Heck-arylation reactions of allyltrimethylsilane, delivering
branched β-products, were performed in moderate to good yields. The high preference for internal
over terminal double-bond arylation suggests a contribution from the β-cation-stabilizing effect of
silicon. Microwave-promoted palladium-catalyzed coupling reactions proceeded with the same
regioselectivity in six entries out of eight with the reaction times cut sharply down to 5−10 min.