Copper-Catalyzed Enantioselective Allyl-Allyl Coupling between Allylic Boronates and Phosphates with a Phenol/N-Heterocyclic Carbene Chiral Ligand
Copper-Catalyzed Enantioselective Allyl-Allyl Coupling between Allylic Boronates and Phosphates with a Phenol/N-Heterocyclic Carbene Chiral Ligand
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DOI：
10.1002/anie.201605125
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发表时间：
2016-08-26
影响因子：
16.6
通讯作者：
Sawamura, Masaya
中科院分区：
文献类型：
--
作者：
Yasuda, Yuto;Ohmiya, Hirohisa;Sawamura, Masaya
报道了一种含酚羟基的新型手性N-杂环卡宾配体在铜催化下烯丙基硼酸酯与Z-无环或环烯丙基磷酸酯的对映选择性烯丙基偶联反应。该反应具有特殊的S(N)2型区域选择性和高对映体选择性，生成了在烯丙基/高烯丙基位置具有三个立体生成中心的手性1，5-二烯衍生物。
Copper-catalyzed enantioselective allyl-allyl coupling between allylboronates and either Z-acyclic or cyclic allylic phosphates using a new chiral N-heterocyclic carbene ligand, bearing a phenolic hydroxy, is reported. This reaction occurs with exceptional S(N)2-type regioselectivities and high enantioselectivities to deliver chiral 1,5-diene derivatives with a tertiary stereogenic center at the allylic/homoallylic position.