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Transition Metal Catalyzed Insertion Reactions with Donor/Donor Carbenes.

Authors
  • Bergstrom, Benjamin D1
  • Nickerson, Leslie A1
  • Shaw, Jared T1
  • Souza, Lucas W1
  • 1 Department of Chemistry, University of California, Davis, One Shields Ave., Davis, CA, 95616, USA.
Type
Published Article
Journal
Angewandte Chemie International Edition in English
Publisher
Wiley (John Wiley & Sons)
Publication Date
Mar 22, 2021
Volume
60
Issue
13
Pages
6864–6878
Identifiers
DOI: 10.1002/anie.202007001
PMID: 32770624
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

Donor/donor carbenes are relatively new in the field of carbene chemistry; although applications in C-H and X-H insertion reactions are few in number, they demonstrate exquisite chemo- and stereo-selectivity. Recent reports have shown that C-H, N-H, B-H, O-H, S-H, Si-H, Ge-H, Sn-H and P-H insertion reactions are feasible with a variety of transition metal catalysts, both inter- and intramolecularly. Furthermore, high degrees of diastereo- and enantioselectivity have been observed in several cases. Methods typically involve the formation of a diazo-based carbene precursor, but procedures using diazo-free metal carbenes have been developed with significant success. This Minireview covers transition-metal catalyzed insertion reactions with donor/donor and donor carbenes, providing context for future developments in this emerging field. © 2020 Wiley-VCH GmbH.

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