Abstract
A concise synthesis of (−)-methylenolactocin and (−)-phaseolinic acid, the common members of the paraconic acids, is described. The synthesis is based on regioselective asymmetric dihydroxylation and the orthoester Johnson–Claisen rearrangement of allyl alcohol with a vicinal diol functionality as the key steps. The synthesis was completed in 10 steps with overall yields of 4.1% for (−)-methylenolactocin and 4.3% for (−)-phaseolinic acid.
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