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Copper‐Catalyzed Enantioselective Inverse Electron‐Demand Hetero‐Diels–Alder Reactions of Diazadienes with Enol Ethers: Efficient Synthesis of Chiral Pyridazines
Authors:Shuang Gao  Jia‐Rong Chen  Xiao‐Qiang Hu  Hong‐Gang Cheng  Liang‐Qiu Lu  Wen‐Jing Xiao
Abstract:A highly efficient and enantioselective inverse electron‐demand hetero‐Diels–Alder reaction of in situ generated 1,2‐diaza‐1,3‐dienes with enol ethers has been developed with the use of a chiral copper/bisoxazoline complex as the catalyst. The reaction exhibits high enantioselectivity (up to 90% ee) and provides a robust and powerful method to synthesize a variety of structurally diverse and densely substituted chiral pyridazine derivatives in good to excellent yields.
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Keywords:chiral lewis acid catalysis  1,2‐diaza‐1,3‐dienes  inverse electron‐demand hetero‐Diels–  Alder (IEDDA) reaction  pyridazine derivatives
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