Abstract

Practical synthetic routes to 3-deoxy-<sc>d</sc>-<i>manno</i>-octulo­sonic acid (KDO) and 3-deoxy-<sc>d</sc>-<i>arabino</i>-2-heptulosonic acid (DAH) from common sugar substrates are reported. Chain homologation of the sugar substrates was accomplished by Wittig olefination and Corey–Fuchs alkynylation. A new cyclization strategy was investigated to access the desired pyranosyl isomer of the KDO target.

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