Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids

[Image: see text] We describe the first catalytic generation of Fischer-type acyloxy Rh(II)-carbenes from carboxylic acids and Rh(II)-carbynoids. This novel class of transient donor/acceptor Rh(II)-carbenes evolved through a cyclopropanation process providing access to densely functionalized cyclopr...

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Autores principales: Palomo, Eric, Sharma, Akhilesh K., Wang, Zhaofeng, Jiang, Liyin, Maseras, Feliu, Suero, Marcos G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9999426/
https://www.ncbi.nlm.nih.gov/pubmed/36812070
http://dx.doi.org/10.1021/jacs.3c00012
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author Palomo, Eric
Sharma, Akhilesh K.
Wang, Zhaofeng
Jiang, Liyin
Maseras, Feliu
Suero, Marcos G.
author_facet Palomo, Eric
Sharma, Akhilesh K.
Wang, Zhaofeng
Jiang, Liyin
Maseras, Feliu
Suero, Marcos G.
author_sort Palomo, Eric
collection PubMed
description [Image: see text] We describe the first catalytic generation of Fischer-type acyloxy Rh(II)-carbenes from carboxylic acids and Rh(II)-carbynoids. This novel class of transient donor/acceptor Rh(II)-carbenes evolved through a cyclopropanation process providing access to densely functionalized cyclopropyl-fused lactones with excellent diastereoselectivity. DFT calculations allowed the analysis of the properties of Rh(II)-carbynoids and acyloxy Rh(II)-carbenes as well as the characterization of the mechanism.
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spelling pubmed-99994262023-03-11 Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids Palomo, Eric Sharma, Akhilesh K. Wang, Zhaofeng Jiang, Liyin Maseras, Feliu Suero, Marcos G. J Am Chem Soc [Image: see text] We describe the first catalytic generation of Fischer-type acyloxy Rh(II)-carbenes from carboxylic acids and Rh(II)-carbynoids. This novel class of transient donor/acceptor Rh(II)-carbenes evolved through a cyclopropanation process providing access to densely functionalized cyclopropyl-fused lactones with excellent diastereoselectivity. DFT calculations allowed the analysis of the properties of Rh(II)-carbynoids and acyloxy Rh(II)-carbenes as well as the characterization of the mechanism. American Chemical Society 2023-02-22 /pmc/articles/PMC9999426/ /pubmed/36812070 http://dx.doi.org/10.1021/jacs.3c00012 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Palomo, Eric
Sharma, Akhilesh K.
Wang, Zhaofeng
Jiang, Liyin
Maseras, Feliu
Suero, Marcos G.
Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids
title Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids
title_full Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids
title_fullStr Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids
title_full_unstemmed Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids
title_short Generating Fischer-Type Rh-Carbenes with Rh-Carbynoids
title_sort generating fischer-type rh-carbenes with rh-carbynoids
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9999426/
https://www.ncbi.nlm.nih.gov/pubmed/36812070
http://dx.doi.org/10.1021/jacs.3c00012
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