Discrimination of Diazo Compounds Toward Carbenoids: Copper(I)-Catalyzed Synthesis of Substituted Cyclobutenes
作者:José Barluenga、Lorena Riesgo、Luis A. López、Eduardo Rubio、Miguel Tomás
DOI:10.1002/anie.200903902
日期:2009.9.28
With perfect exe‐Cu‐tion: Copper(I) catalyzes several processes in an ordered manner. First it is able to transform substrate 2 into a copper(I) furylcarbene by isomerization/cyclization, which then reacts with 1 to produce a cyclopropyldiazo derivative, which undergoes copper(I)‐catalyzed, regioselective ring enlargement to cyclobutene 3.
Cu(I)-Catalyzed Regioselective Synthesis of Polysubstituted Furans from Propargylic Esters via Postulated (2-Furyl)carbene Complexes
作者:José Barluenga、Lorena Riesgo、Rubén Vicente、Luis A. López、Miguel Tomás
DOI:10.1021/ja8058342
日期:2008.10.15
Polysubstituted furan derivatives are regioselective obtained from (bis-alkynyl)methyl carboxylates in the presence of catalytic amounts of copper(I) salts. This multistep process is consistent with the intermediacy of a copper(I) (2-furyl)carbene complex which is intercepted by suitable trapping reagents.