Issue 9, 2023

Cyclopropylcarbinyl cation chemistry in synthetic method development and natural product synthesis: cyclopropane formation and skeletal rearrangement

Abstract

Cyclopropylcarbinyl cations have been an important class of non-classical carbocationic intermediates. Despite their delocalized cationic character and facile interconversion with homoallyl cations, cyclopropylcarbinyl cations can be harnessed as key intermediates in many synthetically useful transformations. In this review, key applications of cyclopropylcarbinyl cation chemistry are discussed with a focus on cyclopropane formation and skeletal rearrangement in complex molecule synthesis.

Graphical abstract: Cyclopropylcarbinyl cation chemistry in synthetic method development and natural product synthesis: cyclopropane formation and skeletal rearrangement

Article information

Article type
Review Article
Submitted
23 feb 2023
Accepted
15 mar 2023
First published
21 mar 2023

Org. Chem. Front., 2023,10, 2346-2358

Cyclopropylcarbinyl cation chemistry in synthetic method development and natural product synthesis: cyclopropane formation and skeletal rearrangement

J. Xie and G. Dong, Org. Chem. Front., 2023, 10, 2346 DOI: 10.1039/D3QO00282A

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