The synthesis of (2S)- and (2R)-phaselic acid (2-O-caffeoylmalate) will be detailed.   The previously unreported acetate protected caffeic acid anhydride was used with appropriately protected malic acid derivatives as coupling partners to provide fully protected phaselic acid.  Sequential unmasking of the protecting groups afforded phaselic acid in an acceptable overall yield.  

Synthesis of (+)- and (-)-phaselic acid

243rd National Meeting (2012)

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