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

页码：4083 / 4086

页数：4

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