Asymmetric Vinylogous Mannich-Type Addition of α,α-Dicyanoalkenes to α-Fluoroalkyl Sulfinyl Imines
作者:Álvaro Sanz-Vidal、Javier Torres、Vadim A. Soloshonok、Yi Zhu、Jianlin Han、Santos Fustero、Carlos del Pozo
DOI:10.1002/adsc.201701284
日期:2018.1.17
The asymmetric vinylogous Mannich reaction (AVMR) of α,α‐dicyanoalkenes with α‐fluoroalkyl sulfinyl imines has been successfully accomplished. This transformation is unprecedented with fluorinated imines and, at the same time, the use of dicyanoalkenes in AVMR has been scarcely reported. Several fluorinated sulfinyl imines are compatible with the process, which gives access to a family of chiral fluorinated
已成功完成α,α-二氰基烯烃与α-氟烷基亚磺酰基亚胺的不对称乙烯基曼尼希反应(AVMR)。对于氟化亚胺而言,这种转变是前所未有的,同时,几乎没有报道在AVMR中使用二氰基烯烃。几种氟化亚磺酰基亚胺与该工艺兼容,从而可以获得具有出色立体控制水平的手性氟化胺家族。有趣的是,在我们的方案中发现的选择性与以前报道的类似的AVMR中所遇到的相反。另外,加成产物的合成适用性已通过几次转化得到了例证,这些转化显示了这些α-氟代胺的二氰基烯烃部分的特殊反应性。