Straightforward Synthesis of Bridged Azaoxa Skeletons: Gold-Catalyzed Aminoketalization of Garner’s Aldehyde-Derived Alkynes

摘要

Building bridges with gold: Bridged azaoxa skeletons have been efficiently prepared from easily accessible alkynyloxazolidine substrates under mild reaction conditions (see scheme; Boc=tert-butoxycarbonyl). The reactions were found to proceed with complete control of the regio- and stereoselectivity of the products in the presence of a combined gold/silver and acid catalyst system.