Steric Control of Epoxidation by Carbamate and Amide Groups. Evidence for the Carbonyl-Directed Epoxidation

DOI: 10.1021/jo00297a047

Source and publish data:

Journal of Organic Chemistry p. 3236 - 3243 (1990)

Update date:2022-07-29

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Authors:

Kocovsky, Pavel

Stary, Ivo

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Article abstract of DOI:10.1021/jo00297a047

Allylic and homoallylic carbamoyloxy groups show a pronounced syn stereodirecting effect on peroxy acid epoxidation similar to that of hydroxy groups (5 -> 8).Carbonyl oxygen of the ambident carbamoyloxy group has been found to be responsible for this ste

Full text of DOI:10.1021/jo00297a047

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