Asymmetric Synthesis of N-Fmoc-(S)-7-aza-tryptophan via Alkylation of Chiral Nucleophilic Glycine Equivalent
dc.contributor.author | Zou, Yupiao | |
dc.contributor.author | Takeda, Ryosuke | |
dc.contributor.author | Han, Jianlin | |
dc.contributor.author | Konno, Hiroyuki | |
dc.contributor.author | Moriwaki, Hiroki | |
dc.contributor.author | Abe, Hidenori | |
dc.contributor.author | Izawa, Kunisuke | |
dc.contributor.author | Soloshonok, Vadym Anatolievch | |
dc.date.accessioned | 2021-09-07T09:41:58Z | |
dc.date.available | 2021-09-07T09:41:58Z | |
dc.date.issued | 2021-06-07 | |
dc.identifier.citation | European Journal of Organic Chemistry 21 : 2962-2965 (2021) | es_ES |
dc.identifier.issn | 1434-193X | |
dc.identifier.issn | 1099-0690 | |
dc.identifier.uri | http://hdl.handle.net/10810/52919 | |
dc.description.abstract | Ni(II)-complexes, derived from glycine Schiff bases with chiral tridentate ligands, have been used as powerful tools for the synthesis of structurally diverse tailor-made amino acids. In this manuscript, asymmetric alkylation reaction between chiral nucleophilic glycine derived Ni-complex and 3-(chloromethyl)-1H-pyrrolo[2,3-b]pyridine has been developed under convenient conditions, which affords the corresponding alkylated Ni-complex in 74 % yield and excellent diastereoselectivity (only one isomer). This reaction features convenient conditions and completely controlled diastereoselectivity, which provides a highly valuable approach for asymmetric synthesis of 7-aza-tryptophan. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Wiley | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/es/ | * |
dc.subject | aza-tryptophanes | es_ES |
dc.subject | asymmetric synthesis | es_ES |
dc.subject | chiral tridentate ligands | es_ES |
dc.subject | Ni catalysis | es_ES |
dc.subject | Tailor-Made Amino Acids (TM) | es_ES |
dc.subject | Schiff bases | es_ES |
dc.subject | dynamic kinetic resolution | es_ES |
dc.subject | alpha-amino-acids | es_ES |
dc.subject | ni(ii) complexes | es_ES |
dc.subject | efficient synthesis | es_ES |
dc.subject | drug discovery | es_ES |
dc.subject | side-chains | es_ES |
dc.subject | transamination | es_ES |
dc.subject | inhibitors | es_ES |
dc.subject | ligands | es_ES |
dc.subject | analogs | es_ES |
dc.title | Asymmetric Synthesis of N-Fmoc-(S)-7-aza-tryptophan via Alkylation of Chiral Nucleophilic Glycine Equivalent | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | 2021 The Authors. European Journal of Organic Chemistry published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made. | es_ES |
dc.rights.holder | Atribución-NoComercial-SinDerivadas 3.0 España | * |
dc.relation.publisherversion | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202100485 | es_ES |
dc.identifier.doi | 10.1002/ejoc.202100485 | |
dc.departamentoes | Química orgánica I | es_ES |
dc.departamentoeu | Kimika organikoa I | es_ES |
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Except where otherwise noted, this item's license is described as 2021 The Authors. European Journal of Organic Chemistry published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.