Scholarlink

<p>π-bonds are typically associated with well-defined arrangements of atoms. However, when the arrangement of atoms associated with these bonds becomes geometrically distorted, heightened reactivity is seen, enabling a wide range of transformations that can proceed under mild reaction conditions. As a result, molecules bearing complex structures can be rapidly assembled from simple building blocks. Here we describe the strategic use of synthetic building blocks containing π-bonds that feature geometric distortion, with a focus on recent applications to organic synthesis. The specific building blocks discussed are arynes, cyclic allenes, cyclic 1,2,3-trienes and anti-Bredt olefins. Developments in transition metal-mediated chemistry that enable previously unknown transformations are discussed, as well as new strategies for complex molecule and natural product synthesis that take advantage of geometrically distorted intermediates. We hope this Review will inspire future advances in the strategic use of geometric distortion in chemical synthesis.</p><p></p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Geometric distortion as an enabling tool for organic synthesis

  • 期刊论文

  • 发表日期：

    2025年4月9日

查看全文
  • Luca McDermott,
  • Zach G. Walters,
  • Allison M. Clark,
  • Neil K. Garg

摘要

π-bonds are typically associated with well-defined arrangements of atoms. However, when the arrangement of atoms associated with these bonds becomes geometrically distorted, heightened reactivity is seen, enabling a wide range of transformations that can proceed under mild reaction conditions. As a result, molecules bearing complex structures can be rapidly assembled from simple building blocks. Here we describe the strategic use of synthetic building blocks containing π-bonds that feature geometric distortion, with a focus on recent applications to organic synthesis. The specific building blocks discussed are arynes, cyclic allenes, cyclic 1,2,3-trienes and anti-Bredt olefins. Developments in transition metal-mediated chemistry that enable previously unknown transformations are discussed, as well as new strategies for complex molecule and natural product synthesis that take advantage of geometrically distorted intermediates. We hope this Review will inspire future advances in the strategic use of geometric distortion in chemical synthesis.