%0 Journal Article %A Zhao, Shikai %A Petrus, Ladislav %A Serianni, Anthony S. %D 2001 %T 1-Deoxy-d-xylulose:  Synthesis Based on Molybdate-Catalyzed Rearrangement of a Branched-Chain Aldotetrose %U https://acs.figshare.com/articles/journal_contribution/1-Deoxy-d-xylulose_Synthesis_Based_on_Molybdate-Catalyzed_Rearrangement_of_a_Branched-Chain_Aldotetrose/3739734 %R 10.1021/ol016265f.s001 %2 https://ndownloader.figshare.com/files/5831502 %K C 2 %K deoxy %K route mimics reactions %K conversion %K isoprenoid %K bacteria %K transformation %K Synthesi %K molybdic acid %K Aldotetrose %K Rearrangement %K bulkier substituents %K pathway %K ketoacid %K ketose %K Other %K aldotetrose %X 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. %I ACS Publications