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.
New developments in gold-catalyzed manipulation of inactivated alkenes / Michel Chiarucci; Marco Bandini. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - STAMPA. - 9:(2013), pp. 2586-2614. [10.3762/bjoc.9.294]
New developments in gold-catalyzed manipulation of inactivated alkenes
CHIARUCCI, MICHEL;BANDINI, MARCO
2013
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.