Asymmetric Synthesis of (Triaryl)methylamines by Rhodium-Catalyzed Addition of Arylboroxines to Cyclic <i>N</i>-Sulfonyl Ketimines
作者:Takahiro Nishimura、Akira Noishiki、Gavin Chit Tsui、Tamio Hayashi
DOI:10.1021/ja300697c
日期:2012.3.21
Asymmetric addition of arylboroxines to cyclic N-sulfonyl ketimines proceeded in the presence of a rhodium catalyst coordinated with a chiral diene ligand to give high yields of benzosultams, where a triaryl-substituted stereogenic carbon center was created with high enantioselectivity (93-99% ee). The chiral benzosultams were transformed into the chiral (triaryl)methylamines by breaking the cyclic
在与手性二烯配体配位的铑催化剂存在下,芳基环硼氧烷与环状 N-磺酰基酮亚胺的不对称加成得到高产率的苯并磺胺,其中三芳基取代的立体碳中心以高对映选择性(93-99% ee )。通过破坏环状结构,手性苯并磺胺转化为手性(三芳基)甲胺。