An organocatalytic domino Michael addition strategy: Construction of bispiro[oxindole-Thiazolidinone-hexahydroxanthone]s with five contiguous stereocenters

Yong Xing Song, Ye Lin, Li Yan, Da Ming Du*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

We herein report a highly efficient strategy for the stereoselective synthesis of structurally complex bispiro[oxindole-Thiazolidinone-hexahydroxanthone]s. This squaramide-catalyzed domino Michael addition afforded these products in good to excellent yields with excellent stereoselectivities bearing five contiguous stereocenters with two spiroquaternary stereocenters. Meanwhile, both gram-scale synthesis and further transformation experiments have been also demonstrated.

Original languageEnglish
Pages (from-to)7373-7378
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume18
Issue number37
DOIs
Publication statusPublished - 7 Oct 2020

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Song, Y. X., Lin, Y., Yan, L., & Du, D. M. (2020). An organocatalytic domino Michael addition strategy: Construction of bispiro[oxindole-Thiazolidinone-hexahydroxanthone]s with five contiguous stereocenters. Organic and Biomolecular Chemistry, 18(37), 7373-7378. https://doi.org/10.1039/d0ob01613f