能量转移引发的[2π + 2σ]环加成反应在双环[2.1.1]己烷合成中的应用。
Strain-Release [2π + 2σ] Cycloadditions for the Synthesis of Bicyclo[2.1.1]hexanes Initiated by Energy Transfer.
机构信息
Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405, United States.
SpiroChem AG, Rosental area, WRO-1047-3, Mattenstrasse 22, 4058 Basel, Switzerland.
出版信息
J Am Chem Soc. 2022 May 11;144(18):7988-7994. doi: 10.1021/jacs.2c02976. Epub 2022 Apr 27.
Abstract
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.
摘要
饱和自行车在新药物的设计和开发中变得越来越重要。这里描述了一种合成双环[2.1.1]己烷的新策略。这些自行车很重要，因为它们具有确定的出口向量，但许多取代模式作为构建块还未得到充分探索。该过程涉及双环[1.1.0]丁烷的敏化，然后与烯烃进行环加成。讨论了该方法的范围和机理细节。
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