Cahard D, Audouard C, Plaquevent J C, Roques N
UPRES-A 6014 de l'IRCOF (Institut de Recherche en Chimie Organique Fine), Université de Rouen, Rue Tesnière, F-76821 Mont Saint Aignan Cedex, France.
Org Lett. 2000 Nov 16;2(23):3699-701. doi: 10.1021/ol006610l.
The first enantiopure N-fluoro quaternary ammonium salts of cinchona alkaloids as enantioselective fluorinating agents are reported. A one-step transfer-fluorination on the naturally occurring cinchona alkaloids gave the fluorinating agents F-CA-BF(4). This new generation of fluorinating agents exhibited asymmetric induction up to 61% on fluorination of enolates and silyl enol ethers of 2-methyl-1-tetralone.
报道了作为对映选择性氟化剂的金鸡纳生物碱的首个对映体纯N-氟季铵盐。在天然存在的金鸡纳生物碱上进行一步转移氟化反应得到了氟化剂F-CA-BF(4)。这新一代的氟化剂在2-甲基-1-四氢萘酮的烯醇盐和烯醇硅醚的氟化反应中表现出高达61%的不对称诱导。
