含硫黄脱離基を活用する新有機合成

概要

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We have developed new reactions utilizing sulfur-containing leaving groups and attempted to use them for the synthesis of the biologically active natural products. As shown in Fig. 1, their leaving mode is classified into two types. As the application of the type 1 reactions, conversion of thioethers into ethers, dethioacetalization, C-C bond formation at the β-position of. 3, 4-dimethoxy-E-β-nitrostyrene, protection of the double bond, synthesis of γ-ketosulfoxides, selective formation of sulfoxides and sulfones, and synthesis of α-oxodimethylacetals and ketals are described. As the application of the type 2 reactions, synthesis of ketenedithioacetals, synthesis of α-oxodimethylketals and α-diketones via bissulfenylation of-α-oxomethylenes, monitored reduction of carboxylic acids, synthesis of amides through monitored aminolysis, synthesis of macrolactams, and synthesis of macrocyclic spermidine alkaloids are described.
社団法人有機合成化学協会の論文