Asymmetric Synthesis of Spiro-oxindole-epsilon-lactones through N-Heterocyclic Carbene Catalysis

作者:Liu Qang; Li Sun; Chen Xiang Yu*; Rissanen Kari; Enders Dieter*
来源:Organic Letters, 2018, 20(12): 3622-3626.
DOI:10.1021/acs.orglett.8b01400

摘要

An unprecedented N-heterocyclic carbene-catalyzed annulation of isatin-derived enals and o-hydroxyphenyl-substituted p-quinone methides as bifunctional reagents has been discovered. The new protocol involves a 1,6-addition of the homoenolate equivalent intermediates to the hydroxy donor-1,6-Michael acceptors and leads to spirocyclic oxindole-epsilon-lactones in high yields and very good stereoselectivities.

  • 出版日期2018-6-15