دورية أكاديمية
Isothiourea-catalyzed enantioselective functionalisation of glycine Schiff base aryl esters via 1,6- and 1,4-additions
العنوان: | Isothiourea-catalyzed enantioselective functionalisation of glycine Schiff base aryl esters via 1,6- and 1,4-additions |
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المؤلفون: | Stockhammer, Lotte, Craik, Rebecca, Monkowius, Uwe, Cordes, David B., Smith, Andrew D., Waser, Mario |
المساهمون: | EPSRC, University of St Andrews. School of Chemistry, University of St Andrews. EaSTCHEM |
سنة النشر: | 2023 |
المجموعة: | University of St Andrews: Digital Research Repository |
مصطلحات موضوعية: | Isothiourea, α-amino acid derivatives, Glycine Schiff base, Enantioselective, 1,6- and 1,4-addition, QD Chemistry, DAS, QD |
الوصف: | The St Andrews team thanks the EPSRC Centre for Doctoral Training in Critical Resource Catalysis (CRITICAT, grant code EP/L016419/1) (RC) for funding. The Linz team gratefully acknowledges generous financial support by the Austrian Science Funds (FWF) through project No. P31784. ; The enantioselective α-functionalisation of glycine Schiff base aryl esters through isothiourea catalysis is successfully demonstrated for 1,6-additions to para-quinone methides (21 examples, up to 95 : 5 dr and 96 : 4 er) and 1,4- additions to methylene substituted dicarbonyl or disulfonyl Michael acceptors (17 examples, up to 98 : 2 er). This nucleophilic organocatalysis approach gives access to a range of α-functionalised α-amino acid derivatives and further transformations of the activated aryl ester group provide a straightforward entry to advanced amino acid-based esters, amides or thioesters. ; Publisher PDF ; Peer reviewed |
نوع الوثيقة: | article in journal/newspaper |
وصف الملف: | application/pdf |
اللغة: | English |
تدمد: | 2751-4765 |
العلاقة: | Chemistry Europe; Stockhammer , L , Craik , R , Monkowius , U , Cordes , D B , Smith , A D & Waser , M 2023 , ' Isothiourea-catalyzed enantioselective functionalisation of glycine Schiff base aryl esters via 1,6- and 1,4-additions ' , Chemistry Europe , vol. 1 , no. 1 , e202300015 . https://doi.org/10.1002/ceur.202300015Test; PURE: 284274805; PURE UUID: 21233d44-4004-485e-bb29-25eaed82f5f5; ORCID: /0000-0002-5366-9168/work/134491413; ORCID: /0000-0002-2104-7313/work/134491667; http://hdl.handle.net/10023/27522Test; https://doi.org/10.1002/ceur.202300015Test; EP/L016419/1 |
DOI: | 10.1002/ceur.202300015 |
الإتاحة: | https://doi.org/10.1002/ceur.202300015Test http://hdl.handle.net/10023/27522Test |
حقوق: | Copyright © 2023 The Authors. ChemistryEurope published by Chemistry Europe and Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
رقم الانضمام: | edsbas.51054C5D |
قاعدة البيانات: | BASE |
تدمد: | 27514765 |
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DOI: | 10.1002/ceur.202300015 |