Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates

[Image: see text] A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide...

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Autores principales: Lee, Anna, Younai, Ashkaan, Price, Christopher K., Izquierdo, Javier, Mishra, Rama K., Scheidt, Karl A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4120988/
https://www.ncbi.nlm.nih.gov/pubmed/25017004
http://dx.doi.org/10.1021/ja505880r
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author Lee, Anna
Younai, Ashkaan
Price, Christopher K.
Izquierdo, Javier
Mishra, Rama K.
Scheidt, Karl A.
author_facet Lee, Anna
Younai, Ashkaan
Price, Christopher K.
Izquierdo, Javier
Mishra, Rama K.
Scheidt, Karl A.
author_sort Lee, Anna
collection PubMed
description [Image: see text] A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic conditions employed for NHC generation leads to a dual activation approach.
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spelling pubmed-41209882015-07-13 Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates Lee, Anna Younai, Ashkaan Price, Christopher K. Izquierdo, Javier Mishra, Rama K. Scheidt, Karl A. J Am Chem Soc [Image: see text] A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic conditions employed for NHC generation leads to a dual activation approach. American Chemical Society 2014-07-13 2014-07-30 /pmc/articles/PMC4120988/ /pubmed/25017004 http://dx.doi.org/10.1021/ja505880r Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Lee, Anna
Younai, Ashkaan
Price, Christopher K.
Izquierdo, Javier
Mishra, Rama K.
Scheidt, Karl A.
Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates
title Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates
title_full Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates
title_fullStr Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates
title_full_unstemmed Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates
title_short Enantioselective Annulations for Dihydroquinolones by in Situ Generation of Azolium Enolates
title_sort enantioselective annulations for dihydroquinolones by in situ generation of azolium enolates
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4120988/
https://www.ncbi.nlm.nih.gov/pubmed/25017004
http://dx.doi.org/10.1021/ja505880r
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