An aza-Michael addition protocol to fluoroalkylated β-amino acid derivatives and enantiopure trifluoromethylated N-heterocycles
Literature Information
Xing Yang, Zhuo Chen, Yuan Cai, Yi-Yong Huang, Norio Shibata
The aza-Michael reaction with β-fluoroalkylated acrylates provided the corresponding fluoroalkylated β-amino acid derivatives in up to 99% yield under catalyst- and solvent-free conditions. An enantioenriched β-trifluoromethylated β-amino acid was obtained in good yield through a scale-up diastereoselective aza-Michael addition, which facilitated the installation of enantiopure trifluoromethylated analogues of β-lactam and dihydroquinolin-4-one.
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![(3R,4aR,7aS,9aR,10S,11R,13aR,13bS,15aS,15bR)-3,11-Dihydroxy-10-(hydroxymethyl)-4,4,7a,10,13a,15b-hexamethyl-1,2,3,4,4a,7,7a,8,9,9a,10,11,12,13,13a,13b,14,15,15a,15b-icosahydro-5H-naphtho[2',1':4,5]cyc
lohepta[1,2-a]naphthalen-5-one structure (3R,4aR,7aS,9aR,10S,11R,13aR,13bS,15aS,15bR)-3,11-Dihydroxy-10-(hydroxymethyl)-4,4,7a,10,13a,15b-hexamethyl-1,2,3,4,4a,7,7a,8,9,9a,10,11,12,13,13a,13b,14,15,15a,15b-icosahydro-5H-naphtho[2',1':4,5]cyc
lohepta[1,2-a]naphthalen-5-one structure](https://static.chemtradehub.com/structs/538/53800-21-8-9f18.webp)
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