A cation-directed two-component cascade approach to enantioenriched pyrroloindolines

作者:Wolstenhulme Jamie R; Cavell Alex; Gredicak Matija; Driver Russell W; Smith Martin D*
来源:Chemical Communications, 2014, 50(88): 13585-13588.
DOI:10.1039/c4cc06683a

摘要

A cascade approach to complex pyrroloindolines bearing all-carbon quaternary stereocentres has been developed. This two-component process uses a chiral ammonium salt to control diastereo- and enantioselectivity in the addition of isocyanides to functionalized alkenes to afford pyrroloindolines with up to three stereocentres. A mechanistic proposal involving intramolecular hydrogen bond activation of the isocyanide is described.