Benzoic acid catalyzed aldol‐type condensation of aldehydes with ethyl diazoacetate (EDA) under neat conditions at room temperature to afford β‐hydroxy‐α‐diazo carbonyl compounds in good to excellent yields is reported. Furthermore, the condensation of EDA with sugar‐derived aldehydes under the same conditions afforded the adducts in excellent yields and high diastereoselectivities.
AM itsunobu approachf or the synthesis of sulfinate estersbyd irect nucleophilic substitution of alcohols is described. Thes alientf eatures of this strategy include neutral and metal-free conditions for the rapid synthesis of sulfinates in high yields.Thep resent protocolu sing p-toluenesulfonylmethyl isocyanide (TosMIC) andt he triphenylphosphine (TPP)/diisopropyl azodicarboxylate (DIAD) reagent systemr epresents the general synthetic route to this important class of compounds.
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