Enantioselective palladium-catalyzed addition of malonates to 3,3-difluoropropenes

被引：11
|
作者：
Drouin, Myriam [1 ]
Paquin, Jean-Francois [1 ]
机构：
[1] Univ Laval, CCVC, PROTEO, Dept Chim, 1045 Ave Med, Quebec City, PQ G1V 0A6, Canada
来源：
TETRAHEDRON | 2018年 / 74卷 / 41期
基金：
加拿大自然科学与工程研究理事会;
关键词：
Asymmetric synthesis; Palladium catalysis; Monofluoroalkene; 3,3-Difluoropropene; Organofluorine chemistry; C-F BOND; MEDICINAL CHEMISTRY; FLUORINE; MONOFLUOROALKENES; ACTIVATION; DERIVATIVES; INHIBITION; MIMETICS; POTENT;
D O I：
10.1016/j.tet.2018.08.034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Monofluoroalkenes bearing a malonate unit at the beta position can be synthesized by the enantioselective addition of diesters to 3,3-difluoropropenes. The difference in reactivity regarding the geometry and the substituents of the alkene of the 3,3-difluoropropenes, as well as the alkyl groups of the malonates, was studied and limitations were identified. The reaction was also performed with different 3,3-difluoropropenes. Further synthetic transformations of a newly functionalized monofluoroalkene were also accomplished. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6023 / 6032
页数：10
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