1-Deoxy-d-xylulose: Synthesis Based on Molybdate-Catalyzed Rearrangement of a Branched-Chain Aldotetrose
2001-11-09T00:00:00Z (GMT) by
1-Deoxy-d-xylulose has been prepared in seven steps and ∼21% overall yield from 2,3-O-isopropylidene-d-erythrono-1,4-lactone. The key reaction involves transformation of a branched-chain aldotetrose to the 1-deoxy-2-ketopentose catalyzed by molybdic acid. Other branched-chain aldotetroses containing bulkier substituents at C2 also engage in the conversion, suggesting routes to protected 2-ketoses and α-ketoacids/esters. This synthetic route mimics reactions of the non-mevalonate isoprenoid pathway in plants and bacteria.
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