A concise, diastereoselective synthesis of 2-C-methyl-4a-carba-β-d-lyxofuranose 13 and 2-C-methyl-4a-carba-β-d-arabinofuranose 14, two novel representatives of the branched-chain carbasugar family, is presented. The construction is based on the sequential execution of two strategic carbon–carbon bond-forming reactions, a vinylogous crossed aldol addition (1+2→3), and a rare silylative cycloaldolization (8→9+10).
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