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

页码：6023 / 6032

页数：10

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