Abstract

Chiral β-oxy-α-diazo methyl ketone was successfully converted to α-oxy-α′-diazo ketone in three steps. The photochemical reaction of this new diazo compound provides an improved synthesis of the 3-hydroxy-2-methyl carboxylate derivative 2 in threo relative configurations via a Wolff rearrangement. The influence of the protective group on the stereochemical result of the photochemical reaction is discussed.

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