Abstract
This study demonstrates that novel isothiocyanates derived from 1-indanones are useful building blocks in heteroannulation reactions with isatinimines. This convenient Mannich/cyclization cascade reaction serves as a powerful tool for the enantioselective construction of bispirocyclic indanone-thioimidazolidine-oxindoles bearing two adjacent spiro-quaternary stereocenters in good to excellent yields with excellent diastereo- and enantioselectivities. Versatile transformations of the products into other potential bioactive bispirocyclic heterocycles have also been demonstrated.
Original language | English |
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Pages (from-to) | 3797-3800 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 20 |
Issue number | 13 |
DOIs | |
Publication status | Published - 6 Jul 2018 |
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Zhao, B. L., & Du, D. M. (2018). Catalytic Asymmetric Mannich/Cyclization of 2-Isothiocyanato-1-indanones: An Approach to the Synthesis of Bispirocyclic Indanone-Thioimidazolidine-Oxindoles. Organic Letters, 20(13), 3797-3800. https://doi.org/10.1021/acs.orglett.8b01389