Cargando…

An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction

New chiral bicyclic imines, enamines and amines were prepared via Horner–Wadsworth–Emmons reaction of hexahydroquinoxalin-2(1H)-one-derived phosphonate, as the source of a phosphonate carbanion, and a wide range of structurally diverse carbonyl substrates. The simplicity of the synthetic protocol, h...

Descripción completa

Detalles Bibliográficos
Autores principales: Iwanejko, Jakub, Sowiński, Mateusz, Wojaczyńska, Elżbieta, Olszewski, Tomasz K., Górecki, Marcin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052066/
https://www.ncbi.nlm.nih.gov/pubmed/35497115
http://dx.doi.org/10.1039/d0ra02646h
_version_ 1784696705559560192
author Iwanejko, Jakub
Sowiński, Mateusz
Wojaczyńska, Elżbieta
Olszewski, Tomasz K.
Górecki, Marcin
author_facet Iwanejko, Jakub
Sowiński, Mateusz
Wojaczyńska, Elżbieta
Olszewski, Tomasz K.
Górecki, Marcin
author_sort Iwanejko, Jakub
collection PubMed
description New chiral bicyclic imines, enamines and amines were prepared via Horner–Wadsworth–Emmons reaction of hexahydroquinoxalin-2(1H)-one-derived phosphonate, as the source of a phosphonate carbanion, and a wide range of structurally diverse carbonyl substrates. The simplicity of the synthetic protocol, high selectivity, and broad substrate scope are the main advantages of the presented methodology.
format Online
Article
Text
id pubmed-9052066
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90520662022-04-29 An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction Iwanejko, Jakub Sowiński, Mateusz Wojaczyńska, Elżbieta Olszewski, Tomasz K. Górecki, Marcin RSC Adv Chemistry New chiral bicyclic imines, enamines and amines were prepared via Horner–Wadsworth–Emmons reaction of hexahydroquinoxalin-2(1H)-one-derived phosphonate, as the source of a phosphonate carbanion, and a wide range of structurally diverse carbonyl substrates. The simplicity of the synthetic protocol, high selectivity, and broad substrate scope are the main advantages of the presented methodology. The Royal Society of Chemistry 2020-04-09 /pmc/articles/PMC9052066/ /pubmed/35497115 http://dx.doi.org/10.1039/d0ra02646h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Iwanejko, Jakub
Sowiński, Mateusz
Wojaczyńska, Elżbieta
Olszewski, Tomasz K.
Górecki, Marcin
An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction
title An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction
title_full An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction
title_fullStr An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction
title_full_unstemmed An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction
title_short An approach to new chiral bicyclic imines and amines via Horner–Wadsworth–Emmons reaction
title_sort approach to new chiral bicyclic imines and amines via horner–wadsworth–emmons reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052066/
https://www.ncbi.nlm.nih.gov/pubmed/35497115
http://dx.doi.org/10.1039/d0ra02646h
work_keys_str_mv AT iwanejkojakub anapproachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT sowinskimateusz anapproachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT wojaczynskaelzbieta anapproachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT olszewskitomaszk anapproachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT goreckimarcin anapproachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT iwanejkojakub approachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT sowinskimateusz approachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT wojaczynskaelzbieta approachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT olszewskitomaszk approachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction
AT goreckimarcin approachtonewchiralbicycliciminesandaminesviahornerwadsworthemmonsreaction