A UNIQUE AND HIGHLY REMARKABLE BORON TRIFLUORIDE CATALYZED REARRANGEMENT OF 2,2-DI-t-BUTYLOXIRANE INTO 2,2,3,3,4,4-HEXAMETHYLTETRAHYDROFURAN

DOI: 10.1016/0040-4020(84)85013-9

Source and publish data:

Tetrahedron p. 3291 - 3294 (1984)

Update date:2022-08-10

Topics:

Authors:

Kimpe, Norbert De

Buyck, Laurent De

Verhe, Roland

Schamp, Niceas

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Article abstract of DOI:10.1016/0040-4020(84)85013-9

The boron trifluoride catalyzed rearrangement of 2,2-di-t-butyloxirane, involving competitive reactions of transient carbenium ions, could be selectively directed towards either 2,2,3,3,4,4-hexamethyltetrahydrofuran or 2-t-butyl-2,3-dimethyl-3-buten-1-ol.Hydride shift to afford 2,2-di-t-butylacetaldehyde was only observed to a minor extent.

Full text of DOI:10.1016/0040-4020(84)85013-9

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