Organocatalytic Enantioselective Decarboxylative Addition of Malonic Acids Half Thioesters to Isatins

被引:101
|
作者
Hara, Noriyuki [1 ]
Nakamura, Shuichi [1 ]
Funahashi, Yasuhiro [1 ]
Shibata, Norio [1 ]
机构
[1] Nagoya Inst Technol, Dept Frontier Mat, Grad Sch Engn, Showa Ku, Nagoya, Aichi 4668555, Japan
关键词
aldol reaction; decarboxylative addition; enantioselectivity; organic catalysis; ASYMMETRIC ALDOL CONDENSATION; 1ST TOTAL-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; SQUARAMIDE DERIVATIVES; (R)-CONVOLUTAMYDINE; SULFONYLIMINES; ACETALDEHYDE; ALKALOIDS; KETONES;
D O I
10.1002/adsc.201100410
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The organocatalytic enantioselective decarboxylative addition of malonic acids half thioesters to isatins using a squaramide catalyst afforded the products with high enantioselectivity. These products are key intermediates in the synthesis of 3-substituted 3-hydroxy-2-oxindole derivatives. The first enantioselective synthesis of (-)-flustraminol B has been accomplished.
引用
收藏
页码:2976 / 2980
页数:5
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