Exploring F/CF3 substituted oxocarbenium ions for the diastereoselective assembly of highly substituted tetrahydrofurans

被引：0
作者：
Fernandes, Anthony J. [1 ]
Michelet, Bastien [2 ]
Panossian, Armen [1 ]
Martin-Mingot, Agnes [2 ]
Leroux, Frederic R. [1 ]
Thibaudeau, Sebastien [2 ]
机构：
[1] Univ Strasbourg, Univ Haute Alsace, CNRS, UMR 7042 LIMA,ECPM, 25 Rue Becquerel, F-67087 Strasbourg, Alsace, France
[2] Univ Poitiers, Equipe Synth Organ, CNRS, UMR 7285,IC2MP, 4 Rue Michel Brunet, F-86073 Poitiers 9, France
来源：
CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 27期
关键词：
NUCLEOPHILES; REDUCTION; LIGNANS; EXPLAIN;
D O I：
10.1039/d2cc06521e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Understanding the influence of emerging fluorinated motifs is of a crucial importance in the context of the exponentially growing exploitation of fluorine in many fields. Herein, we report on the dramatic effect of a local partial charge inversion by replacing a CHCH3 group by a CFCF3. This strategy allows the diastereoselective reduction of 5-membered ring oxocarbenium ions to access highly substituted tetrahydrofurans.
引用
收藏
页码：4083 / 4086
页数：4
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