New developments in gold-catalyzed manipulation of inactivated alkenes

Beilstein J Org Chem. 2013 Nov 21:9:2586-614. doi: 10.3762/bjoc.9.294.

Abstract

Over the recent years, the nucleophilic manipulation of inactivated carbon-carbon double bonds has gained remarkable credit in the chemical community. As a matter of fact, despite lower reactivity with respect to alkynyl and allenyl counterparts, chemical functionalization of isolated alkenes, via carbon- as well as hetero atom-based nucleophiles, would provide direct access to theoretically unlimited added value of molecular motifs. In this context, homogenous [Au(I)] and [Au(III)] catalysis continues to inspire developments within organic synthesis, providing reliable responses to this interrogative, by combining crucial aspects such as chemical selectivity/efficiency with mild reaction parameters. This review intends to summarize the recent progresses in the field, with particular emphasis on mechanistic details.

Keywords: alkene; gold catalysis; mechanism; organic synthesis.

Publication types

  • Review