摘要

The first example for asymmetric reaction of diazomethylphosphonates with alpha-ketoesters was realized in the catalysis of hydroquinidine-derived bifunctional thiourea. A methodology was established to access a series of chiral alpha-diazo-beta-hydroxyphosphonate derivatives containing various functional groups with high enantioselectivities and yields. The resulting products could be further transformed into chiral tertiary beta-hydroxyphosphonate and beta-halogenated fosfomycin derivatives, especially alpha-fluoride analogues.