Stereocontrolled total synthesis of galactostatin from serine

An efficient stereoselective total synthesis of (–)-galactostatin (–)-1 from N-tert-butoxycarbonyi-2,3-isopropylidene L-serine methyl ester (21% overall yield) is described via thiazole intermediates serving as protected aldehydes; the parallel synthesis of the natural antipole (+)-1 starts from D-serine.

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