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The silicon-induced Pummerer reaction of several amido sulfoxides poss
essing tethered pi-bonds proceeds by way of a thionium/N-acyliminium i
on cascade to provide various azabicyclic ring systems. This cascade s
equence was applied toward the synthesis of a member of the protoberbe
rine alkaloid family. (C) 1998 Elsevier Science Ltd. All rights reserv
ed.