Catalytic Asymmetric Synthesis of α-Trifluoromethyl Homoallylic Amines via Umpolung Allylation/2-Aza-Cope Rearrangement: Stereoselectivity and Mechanistic Insight

2019 ◽  
Vol 21 (12) ◽  
pp. 4842-4848 ◽  
Author(s):  
Li-Min Shi ◽  
Xi-Shang Sun ◽  
Chong Shen ◽  
Zuo-Fei Wang ◽  
Hai-Yan Tao ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cope Rearrangement ◽  
Catalytic Asymmetric Synthesis ◽  
Mechanistic Insight ◽  
Homoallylic Amines ◽  
Catalytic Asymmetric

scholarly journals Catalytic asymmetric synthesis of quaternary trifluoromethyl α- to ε-amino acid derivatives via umpolung allylation/2-aza-Cope rearrangement

2020 ◽  
Vol 11 (40) ◽  
pp. 10984-10990 ◽  
Author(s):  
Xi-Shang Sun ◽  
Xing-Heng Wang ◽  
Hai-Yan Tao ◽  
Liang Wei ◽  
Chun-Jiang Wang
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Amino Acid Derivatives ◽  
Cope Rearrangement ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric ◽  
High Yields

In this study, we developed an efficient Ir-catalyzed cascade umpolung allylation/2-aza-Cope rearrangement for the preparation of a variety of quaternary trifluoromethyl α-ε-amino acids in high yields with excellent enantioselectivities.

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