Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C-C Bond Formation

被引:36
|
作者
Shimogaki, Mio [1 ]
Fujita, Morifumi [1 ]
Sugimura, Takashi [1 ]
机构
[1] Univ Hyogo, Grad Sch Mat Sci, 3-2-1 Kohto, Kamigori, Hyogo, Japan
基金
日本学术振兴会;
关键词
cyclization; enantioselectivity; heterocycles; hypervalent compounds; oxidation; ASYMMETRIC-SYNTHESIS; REAGENTS; DIAMINATION; FUNCTIONALIZATION; DIFLUORINATION; REARRANGEMENTS; CATALYSTS; KETONES;
D O I
10.1002/anie.201609110
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective oxyarylation of (E)-6-aryl-1-silyloxylhex-3-ene was achieved using a lactate-based chiral hypervalent iodine(III) reagent in the presence of boron trifluoride diethyl etherate. The silyl ether promotes the oxidative cyclization, and enhances the enantioselectivity. In addition, the corresponding aminoarylation was achieved.
引用
收藏
页码:15797 / 15801
页数:5
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