Strain-Release [2π+2σ] Cycloadditions for the Synthesis of Bicyclo[2.1.1]hexanes Initiated by Energy Transfer

被引：164

作者：

Guo, Renyu ^{[1
]}

Chang, Yu-Che ^{[1
]}

Herter, Loic ^{[2
,3
]}

Salome, Christophe ^{[2
]}

Braley, Sarah E. ^{[1
]}

Fessard, Thomas C. ^{[2
]}

Brown, M. Kevin ^{[1
]}

机构：

[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA

[2] SpiroChem AG, CH-4058 Basel, Switzerland

[3] Univ Strasbourg, LabEx Medalis, Biofunct Chem, UMR 7199, F-67400 Illkirch Graffenstaden, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2022年 / 144卷 / 18期

关键词：

CYCLOPROPYLAMINES; ANNULATION; DISCOVERY; ELECTRON;

D O I：

10.1021/jacs.2c02976

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Saturated bicycles are becoming ever more important in the design and development of new pharmaceuticals. Here a new strategy for the synthesis of bicyclo[2.1.1]hexanes is described. These bicycles are significant because they have defined exit vectors, yet many substitution patterns are underexplored as building blocks. The process involves sensitization of a bicyclo[1.1.0]butane followed by cycloaddition with an alkene. The scope and mechanistic details of the method are discussed.

引用

收藏

页码：7988 / 7994

页数：7

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