1236554-35-0Relevant articles and documents
Highly enantioselective synthesis of 3-amino-2-oxindole derivatives: Catalytic asymmetric α-amlnation of 3-substituted 2-oxindoles with a chiral scandium complex
Yang, Zhigang,Wang, Zhen,Bai, Sha,Shen, Ke,Chen, Donghui,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming
, p. 6632 - 6637 (2010)
A highly enantioselective α-amination of 3-substituted oxindoles with azodicarboxylates catalyzed by a chiral Sc(OTf)3/N,/N′-dioxide complex (Tf: triflate) has been developed and affords the corresponding 3-amino-2-oxindole derivatives in high yields (up to 98%) with excellent enantioselectivities (up to 99% ee). The procedure is capable of tolerating a relatively wide range of substrates, and excellent results (92-96 % ee) can also be obtained, even in the presence of 0.5 mol % of catalyst loading under mild conditions. These results showed the potential value of the catalytic approach. Moreover, with high synthetic versatility, the product could be easily transformed into optically active 3-amino-3-methyloxindole bearing a chiral quaternary stereogenic center.
