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

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.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)