Access to Spirooxindole-fused Cyclopentanes via Stereoselective Organocascade Reaction using Bifunctional Catalysis

18 October 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The present study reports an asymmetric organocascade reaction of oxindole-derived alkenes with 3-bromo-1-nitropropane efficiently catalyzed by the bifunctional catalyst. Spirooxindole-fused cyclopentanes were produced in moderate-to-good isolated yields (15-69%) with excellent stereochemical outcomes. The synthetic utility of the protocol was exemplified on a set of additional transformations of the corresponding spirooxidondole compounds.

Supplementary materials

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Supporting Information
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Reaction conditions optimization, crystallographic data, copies of 1H NMR, 13C NMR, 19F NMR, and copies chiral HPLC (PDF)
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