An aza-Michael addition protocol to fluoroalkylated beta-amino acid derivatives and enantiopure trifluoromethylated N-heterocycles

作者：Yang, Xing; Chen, Zhuo; Cai, Yuan; Huang, Yi-Yong^*; Shibata, Norio

来源：Green Chemistry, 2014, 16(10): 4530-4534.

DOI：10.1039/c4gc01357c

• CONVENIENT ASYMMETRIC-SYNTHESIS
• (R)-3-AMINO-4,4,4-TRIFLUOROBUTANOIC ACID
• ENANTIOSELECTIVE SYNTHESIS
• STEREODIVERGENT SYNTHESIS
• ANALOGS

The aza-Michael reaction with beta-fluoroalkylated acrylates provided the corresponding fluoroalkylated beta-amino acid derivatives in up to 99% yield under catalyst- and solvent-free conditions. An enantioenriched beta-trifluoromethylated beta-amino acid was obtained in good yield through a scale-up diastereoselective aza-Michael addition, which facilitated the installation of enantiopure trifluoromethylated analogues of beta-lactam and dihydroquinolin-4-one.

• 出版日期2014-10
• 单位武汉理工大学