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CuH-Catalyzed Asymmetric Intramolecular Reductive Coupling of Allenes to Enones

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posted on 2017-12-15, 19:19 authored by Yun-Xuan Tan, Xiao-Qi Tang, Ping Liu, De-Shen Kong, Ya-Li Chen, Ping Tian, Guo-Qiang Lin
The CuH-catalyzed asymmetric intramolecular reductive coupling of allenes to enones is successfully realized, providing cis-hydrobenzofurans with promising yields and excellent enantioselectivities. Such brilliant enantioselectivities are partially contributed by CuH-catalyzed favorable kinetic resolution of the cyclization products. This protocol tolerates a broad range of functional groups, allowing for further construction of tricyclic and bridged-ring structures. Moreover, the meta-chiral functionalization of 4-substituted phenol and asymmetric dearomatization modification of phenol-contained bioactive molecules are also described.

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