CuH-Catalyzed Asymmetric Intramolecular Reductive
Coupling of Allenes to Enones
Posted on 2017-12-15 - 19:19
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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Tan, Yun-Xuan; Tang, Xiao-Qi; Liu, Ping; Kong, De-Shen; Chen, Ya-Li; Tian, Ping; et al. (2017). CuH-Catalyzed Asymmetric Intramolecular Reductive
Coupling of Allenes to Enones. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b03608
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AUTHORS (7)
YT
Yun-Xuan Tan
XT
Xiao-Qi Tang
PL
Ping Liu
DK
De-Shen Kong
YC
Ya-Li Chen
PT
Ping Tian
GL
Guo-Qiang Lin
KEYWORDS
citricyclichydrobenzofuranchiral functionalizationCuH-catalyzedAllenemeta4-intramolecular reductivealleneSuchEnoneenantioselectivitiebridged-ring structuresconstructiondearomatization modificationcyclization productsenoneyieldphenol-contained bioactive moleculesCuH-Catalyzed Asymmetric Intramolecular Reductive