Abstract
| - Trifluoroethanol has been elaborated, via a telescoped sequence involving a metalated difluoroenol, adifluoroallylic alcohol, [2,3]-Wittig rearrangement, and ultimately an RCM reaction and requiring minimalintermediate purification, to a number of cyclooctenone intermediates. Epoxidation of these intermediatesfollowed by transannular ring opening or dihydroxylation, then transannular hemiacetalization deliversnovel bicyclic analogues of pentopyranoses, which were elaborated (in one case) to an analogue of aglycosyl phosphate.
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