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A short, enantioselective synthesis of carbasugars 4a-carba-α- l-xylofuranose 15, 4- epi-validatol 16and their corresponding carboxylic acids 11and 12 is reported. These compounds were prepared via a four-step sequence of nucleophilic addition, ring closure (NARC), dihydroxylation and reduction.
P. P. and M. R. are grateful to the Australian Research Council for financial support. We also thank Dr Gary D. Fallon for solving the x-ray structures of 9 and 10.
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