Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions

A series of new C(2)-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in the Friedel-Crafts reactions of indoles with arylidene m...

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Detalles Bibliográficos
Autores principales: Li, Jing, Chen, Hong-Liang, Liu, Lei, Fu, Bin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2010
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259425/
https://www.ncbi.nlm.nih.gov/pubmed/21116227
http://dx.doi.org/10.3390/molecules15128582
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author Li, Jing
Chen, Hong-Liang
Liu, Lei
Fu, Bin
author_facet Li, Jing
Chen, Hong-Liang
Liu, Lei
Fu, Bin
author_sort Li, Jing
collection PubMed
description A series of new C(2)-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in the Friedel-Crafts reactions of indoles with arylidene malonates were evaluated, and the Cu(OTf)(2) complex of a fluoren-9-ylidene malonate-derived bis(oxazoline) bearing a phenyl group showed moderate to good enantioselectivity (up to 88% ee).
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spelling pubmed-62594252018-12-06 Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions Li, Jing Chen, Hong-Liang Liu, Lei Fu, Bin Molecules Communication A series of new C(2)-symmetric fluoren-9-ylidene malonate-derived bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic properties in the Friedel-Crafts reactions of indoles with arylidene malonates were evaluated, and the Cu(OTf)(2) complex of a fluoren-9-ylidene malonate-derived bis(oxazoline) bearing a phenyl group showed moderate to good enantioselectivity (up to 88% ee). MDPI 2010-11-26 /pmc/articles/PMC6259425/ /pubmed/21116227 http://dx.doi.org/10.3390/molecules15128582 Text en © 2010 by the authors; http://creativecommons.org/licenses/by/3.0/ licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
Li, Jing
Chen, Hong-Liang
Liu, Lei
Fu, Bin
Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_full Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_fullStr Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_full_unstemmed Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_short Synthesis of New C(2)-Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_sort synthesis of new c(2)-symmetric fluoren-9-ylidene malonate derived bis(oxazoline) ligands and their application in friedel-crafts reactions
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6259425/
https://www.ncbi.nlm.nih.gov/pubmed/21116227
http://dx.doi.org/10.3390/molecules15128582
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