期刊
SCIENCE
卷 363, 期 6429, 页码 857-+出版社
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.aau0364
关键词
-
资金
- NIH [R35 GM124791]
- NSF [CHE-1625543]
Cycloaddition reactions provide direct and convergent routes to cycloalkanes, making them valuable targets for the development of synthetic methods. Whereas six-membered rings are readily accessible from Diels-Alder reactions, cycloadditions that generate five-membered rings are comparatively limited in scope. Here, we report that dinickel complexes catalyze [4 + 1]-cycloaddition reactions of 1,3-dienes. The C-1 partner is a vinylidene equivalent generated from the reductive activation of a 1,1-dichloroalkene in the presence of stoichiometric zinc. Intermolecular and intramolecular variants of the reaction are described, and high levels of asymmetric induction are achieved in the intramolecular cycloadditions using a C-2-symmetric chiral ligand that stabilizes a metal-metal bond.
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