A NOVEL REARRANGEMENT OF THE ADDUCT FROM CS-EPOXIDE AND DIOXAN-2-HYDROPEROXIDE

DOI: 10.1016/S0040-4039(01)92521-3

Source and publish data:

Tetrahedron Letters p. 679 - 682 (1981)

Update date:2022-08-06

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Authors:

Harrison, John M.

Inch, Thomas D.

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Article abstract of DOI:10.1016/S0040-4039(01)92521-3

Under mild conditions, nucleophiles add across the cyanide moiety of CS epoxide rather than opening the ring.With hydroxide ion in peroxide-free aqueous dioxan isomeric amides are obtained.Hydrolysis in peroxide containing dioxan affords a novel rearrangement involving carbon-carbon bond fission of the dioxan.

Full text of DOI:10.1016/S0040-4039(01)92521-3

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