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Peer-reviewedCC BY 4.0Chemistry (Weinheim an Der Bergstrasse, Germany)

Stereochemical Control in the Matteson Reaction

  • Hae Mo Lee1
  • Christoph Hirschhäuser1
  1. 1Faculty of Chemistry Universität Duisburg‐Essen Essen Germany
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Abstract

The Matteson homologation is a highly versatile method for the stereoselective insertion of carbenoids into boronic esters. Through iterative application of the process, complex chiral molecules can be synthesized. The stereoselectivity of the reaction is determined by a chiral diol incorporated in the boronic ester. Upon iterative application, this results in an efficient use of chiral pool starting materials. With that, however, comes limited stereochemical variability. This review delves into boronate homologations that can address these particular limitations and highlights unsolved problems in the field.

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Cite

BibTeXRIS
BibTeX
@article{lee2026stereochemical,
  title = {{Stereochemical Control in the Matteson Reaction}},
  author = {Hae Mo Lee and Christoph Hirschhäuser},
  journal = {Chemistry (Weinheim an Der Bergstrasse, Germany)},
  year = {2026},
  month = jul,
  doi = {10.1002/chem.71365},
  url = {https://doi.org/10.1002/chem.71365},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - Stereochemical Control in the Matteson Reaction
AU  - Hae Mo Lee
AU  - Christoph Hirschhäuser
PY  - 2026
DA  - 2026/07/24
JO  - Chemistry (Weinheim an Der Bergstrasse, Germany)
DO  - 10.1002/chem.71365
UR  - https://doi.org/10.1002/chem.71365
AB  - The Matteson homologation is a highly versatile method for the stereoselective insertion of carbenoids into boronic esters. Through iterative application of the process, complex chiral molecules can be synthesized. The stereoselectivity of the reaction is determined by a chiral diol incorporated in the boronic ester. Upon iterative application, this results in an efficient use of chiral pool starting materials. With that, however, comes limited stereochemical variability. This review delves into boronate homologations that can address these particular limitations and highlights unsolved problems in the field.
SN  - 0947-6539
SN  - 1521-3765
ER  -