E.N.S.C.P., Chimie ParisTech, UMR 7223, Laboratoire Charles Friedel, 11 rue P. et M. Curie, 75231 Paris Cedex 05, France.
J Org Chem. 2010 Dec 3;75(23):8322-5. doi: 10.1021/jo1018552. Epub 2010 Nov 5.
An efficient and cheap synthetic approach to functionalized exo-methylene cyclopentanes has been developed from α-disubstituted formyl-alkynes by merging amine catalysis with the indium activation of alkynes. We uncovered the crucial role of the amine cocatalyst and the development of a new cooperative catalytic system allowed the cyclization of a broad range of substrates. A mechanistic study was realized in order to rationalize the determining influence of the amine cocatalyst.
已经开发出一种从α-取代的甲酰基-炔烃通过合并胺催化与炔烃的铟活化来制备功能化的外亚甲基环戊烷的有效且廉价的合成方法。我们发现了胺助催化剂的关键作用,并且开发了一种新的协同催化体系,从而允许广泛的底物进行环化。为了合理化胺助催化剂的决定性影响,进行了机理研究。