Abstract
A facile and general synthetic strategy for saxitoxin derivatives has been developed, as exemplified by the efficient synthesis of (−)-decarbamoyloxysaxitoxin ((−)-doSTX), the putative enantiomer of the natural product, in 17 steps and in 10 % overall yield. The synthesis features a diastereoselective 1,3-dipolar cycloaddition and a direct oxidation with o-iodoxybenzoic acid (IBX; see scheme, Cbz=benzyloxycarbonyl).
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