Synthesis of Benzonorcaradienes by Gold(Ⅰ)-Catalyzed [4+3] Annulation

摘要

We have developed a cationic phosphinegold(I)-catalyzed tandem cyclopropanation/hydroarylation reaction, which produces formal [4+3]-annulation products from vinyl arenes and propargyl esters. The cyclopropanation represents the first inter-molecular reaction of diynyl esters and proceeds with excellent regio- and diastereocontrol. The reaction provides access to a wide range of functionalized benzonorcaradienes with synthetic handles for further manipulation. Further studies on the properties of these analogues and other reactions exploiting gold carbenoid intermediates will be reported in due course.