Enantioselective fluorination mediated by cinchona alkaloids/selectfluor combinations: A catalytic approach
Enantioselective fluorination mediated by cinchona alkaloids/selectfluor combinations: A catalytic approach
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DOI：
10.1016/j.jfluchem.2006.01.004
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发表时间：
2006-05-01
影响因子：
1.9
通讯作者：
Toru, Takeshi
中科院分区：
文献类型：
--
作者：
Fukuzumi, Takeo;Shibata, Norio;Toru, Takeshi
报道了一种与金鸡纳生物碱的N-氟铵盐类对映体选择性氟化反应有关的新的催化方法，该方法生成非外消旋的α-氟酮。在催化量的金鸡纳生物碱和1.2当量的醋酸钠存在下，酮1的酰基烯醇醚在室温下以良好的产率和中等的对映体选择性(高达54%ee)对α-氟酮2进行对映体选择性氟化1-3天。(C)2006爱思唯尔B.V.保留所有权利。
A novel catalytic approach related to the enantioselective fluorination reaction using N-fluoroammonium salts of cinchona alkaloids which produces non-racemic alpha-fluoroketones is described. Acyl enol ethers of ketones 1 are enantioselectively fluorinated with Selectfluor(R) in the presence of a catalytic amount of cinchona alkaloid and 1.2 equivalents of sodium acetate at room temperature for 1-3 days to famish alpha-fluoroketones 2 in good yields and moderate enantioselectivity (up to 54% ee). (C) 2006 Elsevier B.V. All rights reserved.