Issue 80, 2024

Recent advances in metal carbene-induced semipinacol rearrangements

Abstract

As has been well-recognized, the semipinacol rearrangements (SPRs) function as a powerful and versatile tool for the construction of all-carbon and heteroatom-containing quaternary stereocenters, which are present in various natural products and bioactive molecules. In recent years, considerable attention has been paid to exploring the metal carbene-induced semipinacol rearrangements, providing an attractive and powerful strategy for obtaining various important carbonyl compounds. However, to date, no review has been published that summarizes the significant advances in the preparation of functionalized carbonyl compounds using these migration rearrangement reactions. In this review article, we have summarised the recent advances in the field of metal carbene-induced SPR reactions according to different metal classifications. Mechanistic insights, synthetic applications, and their limitations are discussed. The challenges and opportunities in this field are also outlined.

Graphical abstract: Recent advances in metal carbene-induced semipinacol rearrangements

Article information

Article type
Feature Article
Submitted
30 jun 2024
Accepted
02 sep 2024
First published
03 sep 2024

Chem. Commun., 2024,60, 11253-11266

Recent advances in metal carbene-induced semipinacol rearrangements

Y. Chen and S. Zhu, Chem. Commun., 2024, 60, 11253 DOI: 10.1039/D4CC03252G

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