Journal
ORGANIC LETTERS
Volume 22, Issue 19, Pages 7572-7576Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02763
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Funding
- NSFC [21871260, 21502192, 21402199]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Fujian Natural Science Foundation [2018J05035]
- China Postdoctoral Science Foundation [2018M630734]
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Bicyclo[3.2.1]octanes and related structures are unique units that widely exist in natural products, but the rapid and stereoselective construction of this skeleton is a challenging issue. We report the stereodivergent synthesis of bicyclo[3.2.1]-octenes using Nazarov reagents and alkenyl 1,2-diketones with Bronsted base catalysis under mild conditions. Both stereoisomers of the bridged products can be obtained by tuning the reaction conditions, and cyclohexene product can also be selectively formed.
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