Asymmetric Hetero-Diels-Alder Reaction of Danishefsky's Diene with alpha-Ketoesters and Isatins Catalyzed by a Chiral N,N '-Dioxide/Magnesium(II) Complex
Asymmetric Hetero-Diels-Alder Reaction of Danishefsky's Diene with alpha-Ketoesters and Isatins Catalyzed by a Chiral N,N '-Dioxide/Magnesium(II) Complex
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DOI：
10.1002/chem.201404144
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发表时间：
2014
影响因子：
4.3
通讯作者：
Feng Xiaoming
中科院分区：
文献类型：
--
作者：
Zheng Jianfeng;Lin Lili;Fu Kai;Zhang Yulong;Liu Xiaohua;Feng Xiaoming
利用手性N，N′-dioxide/Mg Ⅱ络合物实现了Danishefsky二烯与α-酮酯和靛红的高对映选择性异Diels-Alder反应.在0.1-0.5 mol %催化剂存在下，一系列底物在2 h内转化为相应的四取代2，3-二氢吡喃-4-酮，产率高达99%，ee大于99%。
A highly enantioselective hetero‐Diels–Alder reaction of Danishefsky’s diene with α‐ketoesters and isatins has been realized by using a chiralN,N′‐dioxide/MgIIcomplex. In the presence of only 0.1–0.5 mol % catalyst, a series of substrates were transformed into the corresponding tetrasubstituted 2,3‐dihydropyran‐4‐ones in up to 99 % yield and more than 99 %eein two hours.