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Stereodivergent synthesis of 2-alkynyl buta-1,3-dienes using Sonogashira coupling with controllable retention or inversion of olefin geometry
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2019-12-24 , DOI: 10.1016/j.tetlet.2019.151565
Rinat N. Shakhmaev , Maria G. Ignatishina , Vladimir V. Zorin

A stereodivergent approach to 2-alkynyl buta-1,3-dienes from a single stereoisomer of starting α-bromoenal has been developed. By simply switching the sequence of Sonogashira and Horner-Wadsworth-Emmons reactions, it is possible to obtain these branched dienynes with retention or almost complete inversion of the double bond configuration.



中文翻译:

使用Sonogashira偶联和可控制的烯烃几何形状保留或反转的立体发散合成2-炔基丁-1,3-二烯

已经开发了从起始α-溴烯醛的单一立体异构体到2-炔基丁-1,3-二烯的立体发散方法。通过简单地切换Sonogashira和Horner-Wadsworth-Emmons反应的顺序,就有可能获得保留或几乎完全反转双键构型的这些支链二烯。

更新日期:2019-12-25
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