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- W2471304620 abstract "A newly reported density functional theory method, M11-L, was performed to study the mechanism and chirality transfer for the intramolecular formal hetero-(5 + 2) cycloaddition of vinylaziridines with alkynes. Both (E)- and (Z)-olefinic substrates were considered in the density functional theory calculations. The computational results suggested a metallahydropyridine pathway for the generation of azepines, which involves aziridine cleavage, 2π insertion of the alkyne group into the Rh–C bond, and reductive elimination from a rhodium(III) cation. The chirality transfer process for the (E)-alkene substrate is shown to occur on the re face of the alkene, whereas the (Z)-alkene cycloaddition chirality transfer occurs on the si face. The high enantioselectivity in this type of reaction is attributed to the greater ring strain in the trans allylic rhodium complex." @default.
- W2471304620 created "2016-07-22" @default.
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- W2471304620 date "2016-02-18" @default.
- W2471304620 modified "2023-10-07" @default.
- W2471304620 title "Rhodium-Catalyzed Hetero-(5 + 2) Cycloaddition of Vinylaziridines and Alkynes: A Theoretical View of the Mechanism and Chirality Transfer" @default.
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- W2471304620 doi "https://doi.org/10.1021/acs.organomet.6b00007" @default.
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