Asymmetric Synthesis of (Triaryl)methylamines by Rhodium-Catalyzed Addition of Arylboroxines to Cyclic N-Sulfonyl Ketimines

被引：192

作者：

Nishimura, Takahiro ^{[1
]}

Noishiki, Akira ^{[1
]}

Tsui, Gavin Chit ^{[1
]}

Hayashi, Tamio ^{[1
]}

机构：

[1] Kyoto Univ, Dept Chem, Grad Sch Sci, Sakyo Ku, Kyoto 6068502, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 11期

关键词：

CHIRAL DIENE LIGANDS; QUATERNARY CARBON CENTERS; ENANTIOSELECTIVE SYNTHESIS; TOLUENE-2; ALPHA-SULTAM AUXILIARIES; NUCLEOPHILIC-ADDITION; EFFICIENT SYNTHESIS; ARYLATION; IMINES; ACIDS; REAGENTS;

D O I：

10.1021/ja300697c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 structure.

引用

页码：5056 / 5059

页数：4

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