Enantioselective Fluoroamination: 1,4-Addition to Conjugated Dienes Using Anionic Phase-Transfer Catalysis

被引：119
作者：
Shunatona, Hunter P. [1 ]
Frueh, Natalja [1 ]
Wang, Yi-Ming [1 ]
Rauniyar, Vivek [1 ]
Toste, F. Dean [1 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 30期
关键词：
amination; asymmetric catalysis; cyclization; fluorine; phase-transfer catalysis; FLUORINATION; DERIVATIVES; STRATEGIES; BROMOLACTONIZATION; HALOGENATION; 1,3-DIENES; CHEMISTRY; AFFINITY;
D O I：
10.1002/anie.201302002
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Chiral-anion phase-transfer catalysis (PTC) has been applied towards the enantioselective fluorocyclization reactions of 1,3-dienes. The method affords unprecedented fluorinated benz[f]isoquinoline and octahydroisoquinoline products in high yields and up to 96 % ee. New fluorinated amine reagents outperformed Selectfluor in the desired transformation. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：7724 / 7727
页数：4
相关论文
共 73 条
[1]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P7083
[2]  
[Anonymous], 2005, ANGEW CHEM INT ED, V44, P192
[3]  
[Anonymous], 2010, ANGEW CHEM-GER EDIT
[4]  
[Anonymous], 2010, ANGEW CHEM INT ED, V49, P8036
[5]  
[Anonymous], ANGEW CHEM INT ED
[6]  
[Anonymous], 2010, ANGEW CHEM INT ED, V49, P7332
[7]  
[Anonymous], 2009, ANGEW CHEM
[8]  
[Anonymous], 2001, ANGEW CHEM INT ED, V40, P4461
[9]  
[Anonymous], 2012, ANGEW CHEM INT ED, V51, P9684
[10]  
[Anonymous], 2011, ANGEW CHEM INT EDIT
12345678