Ligand Control of Diastereodivergency in Asymmetric Inverse Electron Demand Diels鈥揂lder Reaction

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• 作者：Xiaoyu Hao ; Lili Lin ; Fei Tan ; Chengkai Yin ; Xiaohua Liu ; Xiaoming Feng
• 刊名：ACS Catalysis
• 出版年：2015
• 出版时间：October 2, 2015
• 年：2015
• 卷：5
• 期：10
• 页码：6052-6056
• 全文大小：347K
• ISSN：2155-5435

文摘

A diastereodivergent direct catalytic asymmetric inverse electron demand Diels鈥揂lder reaction between ketenes and 3-alkylenyloxindoles was accomplished by using chiral N,N鈥?dioxide/gadolinium complexes. By adjusting only the substituents of the ligand and retaining other catalysis conditions, both syn- and anti-indole-fused dihydropyranones bearing two vicinal stereogenic centers were obtained in high yields with excellent ee values. Thus, by changing the configuration of the chiral ligands, all stereoisomers could be obtained from the same set of starting materials.