Synthesis of benzonorcaradienes by gold(I)-catalyzed [4+3] annulation
- PMID: 17090030
- DOI: 10.1021/ja066694e
Synthesis of benzonorcaradienes by gold(I)-catalyzed [4+3] annulation
Abstract
A formal [4 + 3]-annulation of vinyl arenes and diynyl propargyl esters is described. A mechanism involving cationic phosphinegold(I)-catalyzed tandem cyclopropanation/hydroarylation to produce the benzonorcaradiene products is proposed. In accord with this mechanism, the alkynyl cyclopropane can also be prepared with excellent regio- and diastereocontrol.
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