Rhodium-Catalyzed Highly Enantioselective Addition of Arylboronic Acids to Cyclic Aldimines: Practical Asymmetric Synthesis of Cyclic Sulfamidates

被引:31
作者
Wang, Hui [1 ]
Xu, Ming-Hua [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
来源
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 15期
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; cyclization; arylation; rhodium; boron; ligands; sulfamidates; heterocycles; OLEFIN LIGANDS; NUCLEOPHILIC DISPLACEMENTS; ALPHA-KETOESTERS; CHIRAL LIGANDS; FACILE ENTRY; SULFAMATE; AZIRIDINATION; 1,2-ADDITION; ALLOSAMINE; AMIDATION;
D O I
10.1055/s-0033-1338418
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient asymmetric arylation of cyclic N-sulfonyl aldimines with arylboronic acids catalyzed by a rhodium/sulfur-olefin ligand complex under mild conditions is described. A wide range 4-aryl-3,4-dihydro-1,2,3-benzoxathiazine 2,2-dioxides were obtained in extremely high yields (93-99%) and high enantiomeric purities (97-99% ee).
引用
收藏
页码:2125 / 2133
页数:9
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