期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 45, 页码 13253-13257出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201506206
关键词
asymmetric synthesis; ketimines; Mannich reactions; Michael additions; nitrogen heterocycles; organocatalysis
资金
- National Natural Science Foundation of China [21342009, 21472019]
A new method for the construction of five-membered spirocyclic oxindoles is based on a Michael-Mannich cascade reaction of a ketimine intermediated catalyzed by a bifunctional quinine-derived squaramide. The desired products were obtained in excellent yields (up to 94%) and stereoselectivities (up to >20:1 d.r., >99% ee). A scaled-up variant also proceeded smoothly showing that the one-pot reaction might find application in the synthesis of bioactive-compound libraries.
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