Allylic Oxidation of Unsaturated Spiroketals

Allylic Oxidation of Unsaturated Spiroketals

Brimble, Margaret ; Edmonds, MK ; Williams, Geoffrey
Identifier: http://hdl.handle.net/2292/22152
Issue Date: 1990
Reference: Tetrahedron Letters, 1990, 31 (51), pp. 7509 - 7512
Rights: Copyright: Elsevier Ltd.
Rights (URI): https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm

Abstract:

Allylic bromination of the bicyclic spiroketals (4a-c) gave predominantly the axial bromides (6), (9) and (12) which underwent S(N)2 displacement to the equatorial alcohols (7), (11) and (14) respectively using KO2/18-crown-6 in THF/DMSO (10:1).

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DOI: 10.1016/S0040-4039(00)88531-7
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