SOLVOLYTIC HYDROPEROXIDE REARRANGEMENTS III. STEREOSELECTIVE REARRANGEMENTS OF METHYLATED CYCLOPROPYL CARBINOLS.

Article abstract of DOI:10.1016/S0040-4039(00)85327-7

Solvolysis of 1-methylspiro<5,2>octan-4-ols, 1-3, in acidified THF-90percent H2O2 through a combination of cyclopropylcarbinyl and Criegee rearrangements constitutes a new stereoselective synthesis of 3-alkyl-4-hydroxycyclooctanones.