Sulfonylimidates as nucleophiles in catalytic addition reactions

被引:57
作者
Matsubara, Ryosuke [1 ,2 ,3 ]
Berthiol, Florian [1 ,2 ,3 ]
Kobayashi, Shu [1 ,2 ,3 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
[2] Univ Tokyo, Grad Sch Pharmaceut Sci, Tokyo 1130033, Japan
[3] Japan Sci & Technol Agcy, HFRE Div, Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ja077054u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first catalytic addition reactions of sulfonylimidates have been accomplished. In the presence of a catalytic amount of DBU (normally 5-10 mol%), sulfonylimidates reacted with several N-protected imines, methyl acrylate, and azodicarboxylate to afford the corresponding addition adducts, sulfonylimidates, in excellent yields. In the addition reactions to imines, high anti-selectivity was observed. A novel direct formation of beta-amino acid derivatives from aldehyde and sulfonylimidate is also described.
引用
收藏
页码:1804 / +
页数:3
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