Stereocontrolled Synthesis of Polysubstituted Housanes via gem -Bismetalated Cyclopropanes
Abstract
We report a stereoselective synthesis of polysubstituted housanes via bismetalated cyclopropane intermediates. The strategy relies on diastereoselective allylzincation of lithiated cyclopropenes followed by intramolecular cyclization, generating metalated housanes as key intermediates. Subsequent electrophile trapping enables efficient diversification of the housanes. Notably, this approach provides access to 2,3-dialkyl-substituted housanes, allowing the selective synthesis of both the diastereomers.
Fields of Study & Subjects
Cyclopropane Reaction Mechanisms
Synthesis and Reactivity of Heterocycles
Asymmetric Synthesis and Catalysis
Publication details
- Journal / source
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Volume
- 148
- Issue
- 12
- Pages
- 12502–12506
- Publication date
- 17 March 2026
- Language
- EN