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- W2889665680 abstract "The one‐pot three‐component Levy reaction was used to prepare tetracyclic pyrrolo[3,4‐ b ]carbazoles 6 – 8 . cis , cis , cis ‐Configured products 6b – 8b bearing an ester moiety were isolated for the first time. Epimerization studies showed that the cis , cis , cis ‐configured diastereomers 6b – 8b are the kinetically controlled less stable products, which are formed first. The stereochemistry is nicely explained by the endo ‐stereoselectivity of the Diels–Alder reaction. High temperature, prolonged reaction times, polar solvents, bases and high concentration of acids led to epimerization at 4‐position to provide the thermodynamically favored cis , cis , trans ‐configured diastereomers 6a – 8a . It is postulated that epimerization occurred via the enol 12 or the corresponding enolate." @default.
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- W2889665680 date "2018-11-09" @default.
- W2889665680 modified "2023-09-25" @default.
- W2889665680 title "Stereochemistry of the Levy Reaction" @default.
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- W2889665680 doi "https://doi.org/10.1002/ejoc.201801162" @default.
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