N-Heterocyclic Carbene-Catalyzed Generation of Homoenolates: Efficient Asymmetric Synthesis of Dispirocyclopentanones by Direct Annulation of Enals and Isoindigos
A highly efficient asymmetric (3+2) annulation between enals and isoindigos was achieved via the N-heterocyclic carbene-catalyzed addition of homoenolates to activated tetrasubstituted C=C double bonds. The protocol provided straightforward access to enantiomerically enriched dispirocyclopentanone bisoxindoles (up to 97% ee) with three contiguous stereocenters, two of which are highly congested vicinal all-carbon quaternary centers.
Authors
- Chloée Bournaud (ORCID: https://orcid.org/0000-0002-6240-7661)
- Martial Toffano (ORCID: https://orcid.org/0000-0002-9336-852X)
- Giang Vo‐Thanh (ORCID: https://orcid.org/0000-0003-2682-6698)
- Zhiwei Jiang (ORCID: https://orcid.org/0000-0002-2807-2706)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Université Paris-Saclay (FR)
- Institut de Chimie Moléculaire et des Matériaux d'Orsay (FR)
Publication Details
- Journal
- Catalysts
- Published
- 2026-02-02
- DOI
- https://doi.org/10.3390/catal16020138
- Primary Topic
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- China Scholarship Council
- Centre National de la Recherche Scientifique