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Synlett 1999; 1999(S1): 885-888
DOI: 10.1055/s-1999-3179
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Syntheses of the d-Aldopentoses from Non-carbohydrate Sources

Martin G. Banwell* , Chris De Savi, David C. R. Hockless, Susanne Pallich, Keith G. Watson
  • *Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia; Fax +61-2-62 49 59 95; E-mail: Keith.Watson@sci.monash.edu.au
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Publikationsdatum:
31. Dezember 1999 (online)

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The cis-1,2-dihydrocatechols 5-7, which are obtained in high yield and ca. 99.8% ee by microbial oxidation of the corresponding aromatic compound, have been converted, iva reaction sequences involving three distinct types of one-carbon deletion processes, into the four d-aldopentoses.

d-arabinose - 1,2-diol cleavage - cis-1,2-dihydrocatechol - d-lyxono-δ-lactone - d-lyxose - ozonolytic cleavage - d-ribose - radical decarboxylation - d-xylose