Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis

An enantioselective Friedel–Crafts reaction of cyclic α-diaryl N-acyl imines with indolizines catalyzed by a chiral spirocyclic phosphoric acid has been developed. The asymmetric transformation proceeds smoothly to afford α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines in good yields with up...

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Detalles Bibliográficos
Autores principales: Zhong, Jialing, Pan, Rihuang, Lin, Xufeng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9284663/
https://www.ncbi.nlm.nih.gov/pubmed/35919132
http://dx.doi.org/10.1039/d2ra03750e
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author Zhong, Jialing
Pan, Rihuang
Lin, Xufeng
author_facet Zhong, Jialing
Pan, Rihuang
Lin, Xufeng
author_sort Zhong, Jialing
collection PubMed
description An enantioselective Friedel–Crafts reaction of cyclic α-diaryl N-acyl imines with indolizines catalyzed by a chiral spirocyclic phosphoric acid has been developed. The asymmetric transformation proceeds smoothly to afford α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines in good yields with up to 98% ee under mild conditions.
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spelling pubmed-92846632022-08-01 Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis Zhong, Jialing Pan, Rihuang Lin, Xufeng RSC Adv Chemistry An enantioselective Friedel–Crafts reaction of cyclic α-diaryl N-acyl imines with indolizines catalyzed by a chiral spirocyclic phosphoric acid has been developed. The asymmetric transformation proceeds smoothly to afford α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines in good yields with up to 98% ee under mild conditions. The Royal Society of Chemistry 2022-07-15 /pmc/articles/PMC9284663/ /pubmed/35919132 http://dx.doi.org/10.1039/d2ra03750e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Zhong, Jialing
Pan, Rihuang
Lin, Xufeng
Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
title Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
title_full Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
title_fullStr Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
title_full_unstemmed Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
title_short Enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
title_sort enantioselective synthesis of α-tetrasubstituted (3-indolizinyl) (diaryl)methanamines via chiral phosphoric acid catalysis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9284663/
https://www.ncbi.nlm.nih.gov/pubmed/35919132
http://dx.doi.org/10.1039/d2ra03750e
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AT panrihuang enantioselectivesynthesisofatetrasubstituted3indolizinyldiarylmethanaminesviachiralphosphoricacidcatalysis
AT linxufeng enantioselectivesynthesisofatetrasubstituted3indolizinyldiarylmethanaminesviachiralphosphoricacidcatalysis

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