Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination

A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were...

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Authors: Granados, Albert|||0000-0002-5362-5966; Sarró Grane, Pau|||0000-0002-0957-2481; Vallribera, Adelina|||0000-0002-6452-4589
Format: Article
Publication date:2019
Country:España
Institution:Universitat Autònoma de Barcelona
Repository:Dipòsit Digital de Documents de la UAB
Language:English
OAI Identifier:oai:ddd.uab.cat:223203
Online Access:https://ddd.uab.cat/record/223203
https://dx.doi.org/urn:doi:10.3390/molecules24061141
Access Level:Open access
Keyword:Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
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author Granados, Albert|||0000-0002-5362-5966
author2 Sarró Grane, Pau|||0000-0002-0957-2481
Vallribera, Adelina|||0000-0002-6452-4589
author2_role author
author
author_browse Granados, Albert|||0000-0002-5362-5966
Sarró Grane, Pau|||0000-0002-0957-2481
Vallribera, Adelina|||0000-0002-6452-4589
author_facet Granados, Albert|||0000-0002-5362-5966
Sarró Grane, Pau|||0000-0002-0957-2481
Vallribera, Adelina|||0000-0002-6452-4589
author_role author
collection Dipòsit Digital de Documents de la UAB
description A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were assured using the electrophilic NFSI reagent under mild reaction conditions.
eu_rights_str_mv openAccess
format article
id ES_83edd19f3674366e7b5abaefae8e8a4d
institution Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
language eng
network_acronym_str ES
network_name_str España
oai_identifier_str oai:ddd.uab.cat:223203
publishDate 2019
publishDateSort 2019
reponame_str Dipòsit Digital de Documents de la UAB
spelling Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination Granados, Albert|||0000-0002-5362-5966 Sarró Grane, Pau|||0000-0002-0957-2481 Vallribera, Adelina|||0000-0002-6452-4589 Europium Fluorination Enantioselectivity Pybox Keto ester A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were assured using the electrophilic NFSI reagent under mild reaction conditions. https://ddd.uab.cat/record/223203 https://dx.doi.org/urn:doi:10.3390/molecules24061141
spellingShingle Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
Granados, Albert|||0000-0002-5362-5966
Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
title Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_full Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_fullStr Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_full_unstemmed Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_short Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_sort Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
topic Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
topic_facet Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
url https://ddd.uab.cat/record/223203
https://dx.doi.org/urn:doi:10.3390/molecules24061141