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- W2000337037 abstract "A general route to the eburnamine-vincamine and tacamine indole alkaloid groups has been developed. The key features of the synthetic strategy are the halocyclization of a dihydropyridine (a non-biomimetic oxidation of these compounds) and the radical addition of the resulting halo derivative to activated alkenes. The latter process shows an unusual stereoselectivity, favouring the generation of a cis stereochemistry in a 1,2-disubstituted 6-membered ring. Theoretical calculations suggest conformational control at the intermediate radical level, and a preferential face selectivity producing the observed products." @default.
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- W2000337037 date "2010-05-22" @default.
- W2000337037 modified "2023-09-23" @default.
- W2000337037 title "ChemInform Abstract: General Access to Tacamine and Vinca-Eburna Alkaloids Through Tandem Non-Biomimetic Oxidation of Dihydropyridines/Zn-Mediated Radical Addition Processes - Unexpected Facial Selectivity of Flattened Cyclohexyl-Type Radicals." @default.
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- W2000337037 doi "https://doi.org/10.1002/chin.200217211" @default.
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