Lewis Acid Catalyzed Friedel–Crafts Alkylation of Alkenes with Trifluoropyruvates

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• 作者：Bin Xiang ; Teng-Fei Xu ; Liang Wu ; Ren-Rong Liu ; Jian-Rong Gao ; Yi-Xia Jia
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：May 6, 2016
• 年：2016
• 卷：81
• 期：9
• 页码：3929-3935
• 全文大小：423K
• 年卷期：0
• ISSN：1520-6904

文摘

A Friedel–Crafts alkylation reaction of styrenes with trifluoropyruvates has been developed, which delivered allylic alcohols in excellent yields (up to 98%) using the Ni(ClO₄)₂·6H₂O/bipyridine complex as a catalyst. The asymmetric reaction was catalyzed by the chiral Cu(OTf)₂/bisoxazoline complex to afford the corresponding chiral allylic alcohols bearing trifluoromethylated quaternary stereogenic centers in moderate enantioselectivities (up to 75% ee).