[GRAPHICS] The Wittig reactions of alpha -alkoxyaldehydes and sugar lactols with stabilized ylides such as (alkoxycarbonylmethylene)triphenylphosphoranes typically proceed with low E-selectivities. However, we have discovered that the reaction of such aldehydes with (methoxycarbonylmethylene)tributylphosphorane in toluene in the presence of catalytic amounts of benzoic acid proceeds to give the E-alpha,beta -unsaturated esters with high selectivities and in high yields.
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