Palladium-Catalyzed Asymmetric Allylic Alkylation of Azlactones: An Efficient Access to Unsaturated Trifluoromethylated α-Amino Acid Derivatives Possessing α-Quaternary Stereogenic Centers

Synthesis, Journal Year: 2024, Volume and Issue: 56(20), P. 3220 - 3232

Published: July 4, 2024

Abstract A new strategy for the asymmetric allylic alkylation of azlactones with α-(trifluoromethyl)allyl acetates catalyzed by Pd(OAc)2/(R)-BINAP is designed and developed, providing access to unsaturated α-quaternary α-amino acid derivatives bearing a trifluoromethyl group contiguous quaternary tertiary stereogenic centers. The products are obtained in good yields exclusive regioselectivity excellent stereoselective control under relatively mild reaction conditions. scale-up experiment shows no loss reactivity or stereoselectivity. synthetic utility current demonstrated through transformations representative product afford several potentially bioactive species.

Language: Английский

2-Trifluoromethyl-2H-chromene ethers: The dual triumph of anti-inflammation and analgesia with minimal ulcer threat

Bioorganic Chemistry, Journal Year: 2024, Volume and Issue: 154, P. 108050 - 108050

Published: Dec. 13, 2024

Language: Английский