106763-20-6Relevant articles and documents
Phosphine-catalyzed annulations between modified allylic derivatives and polar dienes and substituent effect on the annulation mode
Tian, Junjun,Sun, Haiyun,Zhou, Rong,He, Zhengjie
, p. 1348 - 1351 (2013/11/06)
In this work, the phosphine-catalyzed annulation reactions between modified allylic derivatives and polar 1,1-dicyano-1,3-dienes have been studied. In the catalysis of PPh3 (20 mol%), a [4+1] annulation reaction is realized between a series of 1,1-dicyano-2,4-diaryl-1,3-dienes and ethoxycarbonyl- activated allylic acetate, producing polysubstituted cyclopentenes in modest to excellent yields. It is also observed that the substituents of both 1,3-dienes and allylic derivatives have a significant influence on the annulation mode: under the catalysis of PPh3 or PBu3 (20 mol%), regioselective [3+2] annulation products are formed from differently substituted substrates. Chemoselective phosphine-catalyzed [4+1] and [3+2] annulations of modified allylic derivatives and polar 1,3-dienes have been realized, and substituent effect on the annulation mode was first observed. Copyright
