Synthesis of gem-difluoroalkenes by copper-catalyzed regioselective hydrodefluorination of 1-trifluoromethylalkenes

Kojima, Yuki; Takata, Tatsuaki; Hirano, Koji et al.

Chemistry Letters, 2020, 49(6), 637-640

Number of Access:151（2025-07-17 20:46 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92802

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Title
Synthesis of gem-difluoroalkenes by copper-catalyzed regioselective hydrodefluorination of 1-trifluoromethylalkenes
Creator
CreatorName
Kojima, Yuki
CreatorName
Takata, Tatsuaki
NRID
1000070532696 1000070532696
ORCID
0000-0001-9752-1985 0000-0001-9752-1985
researchmap permalink
koj koj
Scopus Author ID
7402407063 7402407063
CreatorName
Hirano, Koji
NRID
1000020183626 1000020183626
ORCID
0000-0001-8288-6439 0000-0001-8288-6439
researchmap permalink
read0013936 read0013936
Scopus Author ID
7402799909 7402799909
CreatorName
Miura, Masahiro
Subject
Copper
Fluorine
Gem-Difluoroalkenes
Abstract
A copper-catalyzed regioselective hydrodefluorination of 1-trifluoromethylalkenes with hydrosilanes has been developed. The copper catalysis is compatible with several functional groups, including alkyl chloride, ether, ester, nitrile, and imide moieties, to form the corresponding gem-difluoroalkenes in good yields. Additionally, asymmetric induction is also possible by using the chiral DTBM-SEGPHOS ligand, and gem-difluoroalkene with point chirality at the allylic position is obtained with high enantioselectivity.
Publisher
Chemical Society of Japan
Source Title
Chemistry Letters
Volume (Issue)
49(6)
Page
637-640
Date of Issued
2020-06-01
Language
English
Handle URL
https://hdl.handle.net/11094/92802
PISSN
03667022
eISSN
13480715
NCID
AA00603318
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1246/cl.200163
Access Rights
open access
CopyRight
© 2020 The Chemical Society of Japan.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article