Abstract
A highly efficient method for the enantioselective construction of dispirocyclic compounds has been developed by the squaramide-catalysed asymmetric Michael addition/cyclization cascade reaction of 2,3-dioxopyrrolidines with 3-chlorooxindoles. The corresponding chiral dispiro[indoline-3,1′-cyclopropane-2′,3′′-pyrrolidine]-2,4′′,5′′-triones were obtained in high yields with excellent stereoselectivities (up to 94% yield, >25:1 dr and >99% ee). Furthermore, a gram-scale experiment confirmed the reliability of the current reaction and further effective transformation of the product has been realized.
| Original language | English |
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| Pages (from-to) | 1647-1656 |
| Number of pages | 10 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 18 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 28 Feb 2020 |