Data for Enantioselective Synthesis of 3-Alkyl-1,5-Functionalized-1,4-Diynes via Isoxazol-5(4H)-ones

A one-pot enantioselective strategy has been developed for the synthesis of chiral 3-alkyl-1,5-functionalized-1,4-diynes. The key step involves an organocatalytic enantioselective conjugate addition of isoxazol-5(4H)-ones to nitroenynes, affording highly enantioenriched intermediates in good yields. Subsequent Zard-type transformation under one-pot conditions enabled the preparation of chiral skipped diynes with good overall yields and excellent enantioselectivities. This study highlights the synthetic versatility of the isoxazol-5(4H)-one scaffold and its value as a platform for accessing structurally diverse and synthetically relevant building blocks.本研究开发了一种一锅法对映选择性合成策略，用于制备手性3-烷基-1,5-官能化-1,4-二炔。该策略的关键步骤为：异噁唑-5(4H)-酮（isoxazol-5(4H)-ones）与硝基烯炔发生有机催化对映选择性共轭加成反应，以良好收率得到高对映富集的中间体。随后在一锅法条件下进行扎德（Zard）型转化，最终以良好的总收率和优异的对映选择性制备得到手性间隔二炔。本研究凸显了异噁唑-5(4H)-酮骨架的合成通用性，以及其作为构建结构多样且具备合成应用价值的合成砌块的平台价值。