LEWIS ACID CATALYZED REARRANGEMENTS OF STUCTURALLY RELATED α,β-UNSATURATED EPOXY KETONES AND OXIMES. A COMPLEMENTARY APPROACH TO THE SYNTHESIS OF ISOMERIC 1,4-DIKETOSPIRO ALKANES.

DOI: 10.1016/S0040-4039(00)84850-9

Source and publish data:

Tetrahedron Letters p. 3565 - 3568 (1986)

Update date:2022-08-04

Topics:

Authors:

Bach, Robert D.

Tubergen, Mark W.

Klix, Russel C.

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Article abstract of DOI:10.1016/S0040-4039(00)84850-9

Lewis acid catalyzed rearrangement of α,β-epoxy oximes proceeds by oxirane cleavage α to the oxime moiety with an attendant pinacol type alkyl migration to the resonance stabilized carbenium ion at Cα affording a 1,3-diketo-monoxime.

Full text of DOI:10.1016/S0040-4039(00)84850-9

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