通过有机催化[4 + 2]环加成反应对手性1,2-恶嗪烷和六氢哒嗪螺环骨架进行不对称合成。
Asymmetric synthesis of chiral 1,2-oxazinane and hexahydropyridazin spirocyclic scaffolds by organocatalytic [4 + 2] cycloaddition.
作者信息
Tian Heng-Zhi, Tang Qing-Gang, Lin Guo-Qiang, Sun Xing-Wen
机构信息
Department of Chemistry, Fudan University Shanghai 200433 China
Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences 345 Lingling Road Shanghai 200032 China.
出版信息
RSC Adv. 2022 May 24;12(25):15713-15717. doi: 10.1039/d2ra02759c. eCollection 2022 May 23.
A novel approach to synthesize chiral 1,2-oxazinane spirocyclic scaffolds by organocatalytic [4 + 2] cycloaddition reaction between methyleneindolinones and γ-aminooxy-α,β-unsaturated ester has been disclosed. Furthermore, a hydrazide 1,4-synthon is designed and synthesized to construct chiral hexahydropyridazin spirocyclic scaffolds with methyleneindolinones [4 + 2] cycloaddition reaction. Both reactions give corresponding products in good to excellent yield, excellent diastereoselectivity and good enantioselectivity.
已公开了一种通过亚甲基吲哚酮与γ-氨基氧基-α,β-不饱和酯之间的有机催化[4 + 2]环加成反应合成手性1,2-恶嗪烷螺环支架的新方法。此外，还设计并合成了一种酰肼1,4-合成子，用于通过亚甲基吲哚酮[4 + 2]环加成反应构建手性六氢哒嗪螺环支架。这两种反应均以良好至优异的产率、优异的非对映选择性和良好的对映选择性得到相应产物。
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