Highly Enantioselective Copper-Catalyzed Electrophilic Trifluoromethylation of β-Ketoesters
Highly Enantioselective Copper-Catalyzed Electrophilic Trifluoromethylation of β-Ketoesters
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DOI：
10.1021/ja3039773
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发表时间：
2012-07-04
影响因子：
15
通讯作者：
Gade, Lutz H.
中科院分区：
文献类型：
--
作者：
Deng, Qing-Hai;Wadepohl, Hubert;Gade, Lutz H.
用市售的三氟甲基化试剂对铜催化β -酮酯的三氟甲基化进行了报道。许多α - cf3 β -酮酯的ee高达99%。然后通过格氏反应将三氟甲基化产物非对映选择性地转化为具有两个相邻的季立体中心的α - cf3 -羟基酯。
Enantioselective Cu-catalyzed trifluoromethylation of beta-ketoesters using commercially available trifluoromethylating reagents is reported. A number of alpha-CF3 beta-ketoesters are obtained with up to 99% ee. The trifluoromethylated products were then transformed diastereoselectively to alpha-CF3 beta-hydroxyesters with two adjacent quaternary stereocenters via a Grignard reaction.