Yu Robert T, Lee Ernest E, Malik Guillaume, Rovis Tomislav
Department of Chemistry, Colorado State University, Fort Collins, CO 80523, USA.
Angew Chem Int Ed Engl. 2009;48(13):2379-82. doi: 10.1002/anie.200805455.
CO! You had me at hello: The use of chiral biphenyl-based phosphoramidite ligands on rhodium provides an efficient [2+2+2] cycloaddition between terminal alkyl alkynes and alkenyl isocyanates (see scheme). The cycloaddition proceeds through a CO migration pathway, and facilitates a rapid four-step asymmetric synthesis of indolizidine (-)-209D.
一氧化碳!你一开口就吸引了我:基于手性联苯的亚磷酰胺配体在铑上的应用实现了末端烷基炔烃与烯基异氰酸酯之间高效的[2+2+2]环加成反应(见示意图)。该环加成反应通过一氧化碳迁移途径进行,并促进了吲哚里西啶(-)-209D的快速四步不对称合成。