Highly Regioselective 3-Hydroxyalkylations of Boron 4-Methoxy-2-furanolates: A New Entry to 5-Unsubstituted and 5-Monosubstituted 3-Acyl-4-O-Methyl Tetronates

Abstract

Boron 4-methoxy-2-furanolates generated in situ from 5-unsubstituted and 5-monosubstituted 4-O-methyl tetronates undergo highly regioselective 3-hydroxyalkylations with aldehydes to give 5-unsubstituted and 5-monosubstituted 3-acyl-4-O-methyl tetronates, respectively, in good overall yields after oxidation of the intermediate alcohols with 2-iodoxybenzoic acid.

antibiotics - furanones - boron furanolates - hydroxyalkylation - regioselectivity

References

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