Catalytic Asymmetric Cyclopropanation of 1,1-Disubstituted Electron-Deficient Alkenes with Dimethyl Diazomalonate
Abstract The catalytic asymmetric synthesis of enantioenriched 1,1-cyclopropane diesters is reported. A reaction combining Rh2(R-p-BTPCP)4 as the chiral catalyst, dimethyl diazomalonate, and 1,1-disubstituted electron-poor alkenes was developed, providing access to a broad range of tetrasubstituted enantioenriched cyclopropanes. The reaction proceeded smoothly, and the products were isolated in moderate to good yields with good to excellent enantioselectivities.
Authors
- Thomas Poisson (ORCID: https://orcid.org/0000-0002-0503-9620)
- André B. Charette (ORCID: https://orcid.org/0000-0001-5622-5063)
- Charlotte Noël (ORCID: https://orcid.org/0000-0001-7651-8090)
- Philippe Jubault (ORCID: https://orcid.org/0000-0002-3295-9326)
Institutions
- Normandie Université (FR)
- Université de Rouen Normandie (FR)
- Institut National des Sciences Appliquées Rouen Normandie (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2026-10-07
- DOI
- https://doi.org/10.1021/acs.orglett.6c03955
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00