We firstly found thatα-fluorochalcones can be synthesized by the Wittig reaction of α-fluoro functionalized ylide stereoselectively in good yields and with high E form. As the first example of the application ofα-functionalized telluronium ylide in organic synthesis, (Z)-α-halo-α, β-unsaturated esters are symthesized by the Wittig-type reaction ofα-halo functionalized telluronium ylide in good yieds and with high stereoselectivities. We also found that a-hypervalent iodine functionalized phosphonium and arsonium ylides can be used as umpolung ylides to react with nucleophiles to give a-heteroatom substituted ylides. Their nucleophilic substitution - Wittig tandem reaction can occur smoothly, affording an efficient method for the stereoselective synthesis of (Z)- a-halo-a, β-unsaturated esters.
高选择性反应的开发是有机合成化学研究的重要课题。胂碲叶立德具有独特的反应性能,在原有工作基础上将多种官能团导入胂碲叶立德的α位,以期发挥复能有机化合物多样化反应性的特点,不仅可藉Wittig反应合成官能团取代烯烃,而且进一步利用官能团的转换开发多取代烯烃的立体选择合成法。这不仅有推动学科发展的科学意义,而且有广阔的应用前景。.
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数据更新时间:2023-05-31
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