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- Title
Highly Efficient Enantioselective Construction of Bispirooxindoles Containing Three Stereocenters through an Organocatalytic Cascade Michael-Cyclization Reaction.
- Authors
Wu, Hao; Zhang, Li‐Li; Tian, Zhi‐Qing; Huang, Yao‐Dong; Wang, Yong‐Mei
- Abstract
Bispirooxindole derivatives containing three stereocenters, including two spiro quaternary centers, were synthesized in a high-yielding, atypically rapid, and stereocontrolled cascade Michael-cyclization reaction between methyleneindolinones and isothiocyanato oxindoles catalyzed by a bi- or multifunctional organocatalyst. Mild conditions were used to construct bispirooxindoles with excellent enantio- and diastereomeric purities within less than 1 min. Catalyst reconfiguration offered access to the opposite enantiomer. This exceptionally highly efficient procedure will allow diversity-oriented syntheses of this intriguing class of compounds with potential biological activities.
- Publication
Chemistry - A European Journal, 2013, Vol 19, Issue 5, p1747
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201203221