Abstract
A squaramide-catalyzed asymmetric Michael/cyclization tandem reaction between 2-isothiocyanato-1-indanones and 2-arylidene-1,3-indanediones was developed. Under this strategy, the corresponding chiral bispirocyclic indanone compounds containing two contiguous stereocenters were obtained under mild conditions in moderate to excellent yields (up to 99 %) and enantioselectivities (up to 98 % ee). In addition, further transformation experiments were achieved through the oxidation and methylation reactions of the product, which also confirmed the synthetic practicality of this synthetic strategy.
Original language | English |
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Article number | e202203142 |
Journal | ChemistrySelect |
Volume | 7 |
Issue number | 37 |
DOIs | |
Publication status | Published - 7 Oct 2022 |
Keywords
- Michael/cyclization
- asymmetric catalysis
- heterocyclic compounds
- indanone
- squaramide
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Zhai, J. S., Xie, D. H., & Du, D. M. (2022). Bifunctional Squaramide-Catalyzed Asymmetric [3+2] Annluation Reactions of 2-Isothiocyanato-1-indanones with 2-Arylidene-1,3-indanediones. ChemistrySelect, 7(37), Article e202203142. https://doi.org/10.1002/slct.202203142