Abstract
A bifunctional squaramide-catalyzed Michael/Michael cascade reaction for the construction of five-membered spirooxindoles was developed. This reaction afforded the corresponding products with five contiguous stereocenters including a quaternary center in good to excellent yields (up to 93%) with excellent stereoselectivities (up to >99-1 dr, 98% ee). Meanwhile, the practicality of this methodology was illustrated by a gram-scale synthesis, one-pot four-component reaction and synthetic transformation of the resulting adduct.
Original language | English |
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Pages (from-to) | 6162-6165 |
Number of pages | 4 |
Journal | Chemical Communications |
Volume | 52 |
Issue number | 36 |
DOIs | |
Publication status | Published - 2016 |
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Zhao, B. L., & Du, D. M. (2016). Organocatalytic cascade Michael/Michael reaction for the asymmetric synthesis of spirooxindoles containing five contiguous stereocenters. Chemical Communications, 52(36), 6162-6165. https://doi.org/10.1039/c6cc00705h