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cis-Selective Direct Halocyclopropanation of Alkenes Mediated by Nucleophilic Cobalt Photocatalysis
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DOI：10.1021/jacsau.6c00381.png)
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Abstract
En 中文
The cyclopropyl group is an invaluable motif in both medicinal and synthetic chemistry, with 1,2-disubstituted halocyclopropanes serving as important building blocks for the preparation of more complex cyclopropane-containing structures. Herein, we report a Vitamin B12-photocatalyzed approach for the direct synthesis of 1,2-disubstituted halocyclopropanes, starting from alkenes and simple haloforms under visible-light irradiation. Our method yields a diverse range of 1,2-disubstituted halocyclopropanes with high cis-selectivity, providing efficient access to these traditionally difficult-to-prepare stereoisomers. Mechanistic studies highlight the crucial role of Vitamin B12 in influencing the stereochemical outcome of the reaction.
Keywords:
Adducts
Cyclopropanation
Hydrocarbons
Nutrition
Organic compounds
cyclopropanes
vitamin B12
alkenes
haloforms
cis-selectivity
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