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. 2006 Nov 15;128(45):14480-1.
doi: 10.1021/ja066694e.

Synthesis of benzonorcaradienes by gold(I)-catalyzed [4+3] annulation

David J Gorin  1 , Pascal Dubé, F Dean Toste
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Synthesis of benzonorcaradienes by gold(I)-catalyzed [4+3] annulation

David J Gorin et al. J Am Chem Soc. .

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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