Stereodivergent Olefination of Enantioenriched Boronic Esters.
Stereodivergent Olefination of Enantioenriched Boronic Esters.
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DOI：
10.1002/anie.201610387
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发表时间：
2017-01-16
期刊：
影响因子：
--
通讯作者：
Aggarwal VK
中科院分区：
文献类型：
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作者：
Armstrong RJ;García-Ruiz C;Myers EL;Aggarwal VK
本文报道了卤代乙烯与硼酸酯的立体分散偶联反应。该偶联过程在没有过渡金属催化剂的情况下进行，而是通过乙烯基硼酸酯络合物的亲电硒化或碘化，然后进行立体定向顺式或反式消除来进行。手性，非外消旋硼酸酯可以耦合与完整的对映体特异性。该方法能够从乙烯基偶联配偶体的单一异构体高度立体选择性地合成E或Z烯烃。
A stereodivergent coupling reaction between vinyl halides and boronic esters is described. This coupling process proceeds without a transition‐metal catalyst, instead proceeding by electrophilic selenation or iodination of a vinyl boronate complex followed by stereospecific syn or anti elimination. Chiral, nonracemic boronic esters could be coupled with complete enantiospecificity. The process enables the highly stereoselective synthesis of either the E or Z alkene from a single isomer of a vinyl coupling partner.