Journal of the Chemical Society. Chemical communications p. 1040 - 1041 (1984)
Update date:2022-09-26
Topics:
Achab, Said
Cosson, Jean-Pierre
Das, Bhupesh C.
The transformation of D-glucose into (R)-4-hydroxy-2-benzyloxymethylcyclopent-2-en-1-one (3), a potential chiral synthon for the antibiotic (-)-pentenomycin I (4), has been achieved via the intramolecular aldolisation-dehydration of the 2-hydroxy-4-oxo-aldehyde (9) which was obtained by two different routes, one of them involving palladium(0)-catalysed rearrangement of a vinylic epoxide intermediate.
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