Journal
CHEMICAL COMMUNICATIONS
Volume 58, Issue 30, Pages 4727-4730Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc01000c
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Funding
- National Natural Science Foundation of China [22193011, 21971120, 21933008]
- National Science & Technology Fundamental Resource Investigation Program of China [2018FY201200]
- Haihe Laboratory of Sustainable Chemical Transformations
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In this study, a unique family of axially chiral enamides was synthesized catalytically with good yields and excellent enantioselectivities under mild conditions. These new compounds possess a flexible structure and a high degree of rotational freedom, which introduces challenges for enantiocontrol. A proposed mechanism model suggests that both the steric difference of the ortho substituents and the pi-pi stacking interaction may contribute to the stereo-control.
Herein, we report the catalytic asymmetric synthesis of a unique family of axially chiral enamides in good yields with excellent enantioselectivities under mild conditions. These new axially chiral compounds feature a flexible skeleton and a high degree of rotational freedom, which raises difficulties for enantiocontrol. A mechanism model is proposed to interpret the stereoselectivity, in which both the steric difference of the ortho substituents and the pi-pi stacking interaction may contribute to the stereo-control.
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