Cinchona Alkaloids/TMAF combination-catalyzed nucleophilic enantioselective trifluoromethylation of aryl ketones

Cinchona Alkaloids/TMAF combination-catalyzed nucleophilic enantioselective trifluoromethylation of aryl ketones
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DOI:
10.1021/ol701791r
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发表时间:
2007-08-30
期刊:
影响因子:
5.2
通讯作者:
Toru, Takeshi
Toru, Takeshi
中科院分区:
化学1区
文献类型:
--
作者:
Mizuta, Satoshi;Shibata, Norio;Toru, Takeshi

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基于金鸡纳生物碱的溴化铵与TMAF的结合,利用Ruppert-Prakash试剂催化的无环芳酮和环芳酮的亲核对映选择性三氟甲基化反应现已近在咫尺。该方法可靠,通用性强。以高达94%的ee合成了三氟甲基取代的四取代芳醇。
The catalytic, nucleophilic enantioselective trifluoromethylation reaction of both acyclic and cyclic aryl ketones using the Ruppert-Prakash reagent is now at hand, with an operationally simple procedure, based on the combination of ammonium bromide of cinchona alkaloids with TMAF. The procedure is reliable and general. Trifluoromethyl-substituted tetrasubstituted aryl alcohols have been synthesized in up to 94% ee.