Platinum-Catalyzed Cyclization of o-Alkynyl(oxo)benzenes with Alkenes by 1,2-Migration of Benzene: Synthesis of 8-Oxabicycio[3.2.1]octane

摘要

An interesting migration of the rigid structure of benzene was observed when propargylic esters were introduced to the cyclization chemistry of o-alkynyl(oxo)benzene. Various 8-oxabicyclo[3,2,1]octane derivatives with many functional groups could be synthesized from this efficient approach catalyzed by platinum. The high stereo- and regioselectivity involved in this transformation was also attractive. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)