Cargando…
Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
The palladium-catalyzed oxidative desymmetrization of meso-dibenzoates yields γ-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2014
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3992253/ https://www.ncbi.nlm.nih.gov/pubmed/24761221 http://dx.doi.org/10.1039/c3sc53250j |
_version_ | 1782312560048996352 |
---|---|
author | Trost, Barry M. Masters, James T. Lumb, Jean-Philip Fateen, Dahlia |
author_facet | Trost, Barry M. Masters, James T. Lumb, Jean-Philip Fateen, Dahlia |
author_sort | Trost, Barry M. |
collection | PubMed |
description | The palladium-catalyzed oxidative desymmetrization of meso-dibenzoates yields γ-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building blocks and elaborated cycloalkanone derivatives. The ability to prepare both enantiomers of the oxidative desymmetrization products enables a unified strategy toward stereochemically diverse epoxyquinoid natural products. |
format | Online Article Text |
id | pubmed-3992253 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-39922532015-03-05 Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis Trost, Barry M. Masters, James T. Lumb, Jean-Philip Fateen, Dahlia Chem Sci Chemistry The palladium-catalyzed oxidative desymmetrization of meso-dibenzoates yields γ-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building blocks and elaborated cycloalkanone derivatives. The ability to prepare both enantiomers of the oxidative desymmetrization products enables a unified strategy toward stereochemically diverse epoxyquinoid natural products. Royal Society of Chemistry 2014-04-03 2014-01-27 /pmc/articles/PMC3992253/ /pubmed/24761221 http://dx.doi.org/10.1039/c3sc53250j Text en This journal is © The Royal Society of Chemistry 2014 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Chemistry Trost, Barry M. Masters, James T. Lumb, Jean-Philip Fateen, Dahlia Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis |
title | Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
|
title_full | Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
|
title_fullStr | Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
|
title_full_unstemmed | Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
|
title_short | Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis
|
title_sort | asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3992253/ https://www.ncbi.nlm.nih.gov/pubmed/24761221 http://dx.doi.org/10.1039/c3sc53250j |
work_keys_str_mv | AT trostbarrym asymmetricsynthesisofchiralcycloalkenonederivativesviapalladiumcatalysis AT mastersjamest asymmetricsynthesisofchiralcycloalkenonederivativesviapalladiumcatalysis AT lumbjeanphilip asymmetricsynthesisofchiralcycloalkenonederivativesviapalladiumcatalysis AT fateendahlia asymmetricsynthesisofchiralcycloalkenonederivativesviapalladiumcatalysis |