Gold-Catalyzed 1,3-Transposition of Ynones

[Image: see text] An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regioselectivity of this thermod...

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Autores principales: Kazem Shiroodi, Roohollah, Soltani, Mohammad, Gevorgyan, Vladimir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4206192/
https://www.ncbi.nlm.nih.gov/pubmed/24971528
http://dx.doi.org/10.1021/ja504892c
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author Kazem Shiroodi, Roohollah
Soltani, Mohammad
Gevorgyan, Vladimir
author_facet Kazem Shiroodi, Roohollah
Soltani, Mohammad
Gevorgyan, Vladimir
author_sort Kazem Shiroodi, Roohollah
collection PubMed
description [Image: see text] An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regioselectivity of this thermodynamically controlled transformation. The produced conjugated diynones were efficiently transformed into diverse alkyne-substituted five- and six-membered heterocycles.
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spelling pubmed-42061922015-06-27 Gold-Catalyzed 1,3-Transposition of Ynones Kazem Shiroodi, Roohollah Soltani, Mohammad Gevorgyan, Vladimir J Am Chem Soc [Image: see text] An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regioselectivity of this thermodynamically controlled transformation. The produced conjugated diynones were efficiently transformed into diverse alkyne-substituted five- and six-membered heterocycles. American Chemical Society 2014-06-27 2014-07-16 /pmc/articles/PMC4206192/ /pubmed/24971528 http://dx.doi.org/10.1021/ja504892c Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Kazem Shiroodi, Roohollah
Soltani, Mohammad
Gevorgyan, Vladimir
Gold-Catalyzed 1,3-Transposition of Ynones
title Gold-Catalyzed 1,3-Transposition of Ynones
title_full Gold-Catalyzed 1,3-Transposition of Ynones
title_fullStr Gold-Catalyzed 1,3-Transposition of Ynones
title_full_unstemmed Gold-Catalyzed 1,3-Transposition of Ynones
title_short Gold-Catalyzed 1,3-Transposition of Ynones
title_sort gold-catalyzed 1,3-transposition of ynones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4206192/
https://www.ncbi.nlm.nih.gov/pubmed/24971528
http://dx.doi.org/10.1021/ja504892c
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AT soltanimohammad goldcatalyzed13transpositionofynones
AT gevorgyanvladimir goldcatalyzed13transpositionofynones

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