Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester
We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Cui, Yanli [verfasserIn] |
|---|
| Format: |
Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2015 |
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| Rechteinformationen: |
Nutzungsrecht: Copyright © 2015 Elsevier Ltd. All rights reserved. |
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| Schlagwörter: |
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| Übergeordnetes Werk: |
Enthalten in: Carbohydrate research - Amsterdam : Elsevier, 1965, 407(2015), Seite 51-54 |
|---|---|
| Übergeordnetes Werk: |
volume:407 ; year:2015 ; pages:51-54 |
| Links: |
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| DOI / URN: |
10.1016/j.carres.2015.01.010 |
|---|
| Katalog-ID: |
OLC1964133629 |
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| 520 | |a We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. | ||
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10.1016/j.carres.2015.01.010 doi PQ20160617 (DE-627)OLC1964133629 (DE-599)GBVOLC1964133629 (PRQ)c1288-514996f3d82aa44e7927f35442e134bd9b5244be1616587e11cd94323f980a1d0 (KEY)0026786420150000407000000051roomtemperatureionicliquidsenhancedgreensynthesiso DE-627 ger DE-627 rakwb eng 660 DE-600 Cui, Yanli verfasserin aut Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. Nutzungsrecht: Copyright © 2015 Elsevier Ltd. All rights reserved. Salts - chemical synthesis Salts - chemistry Ionic Liquids - chemistry Silver - chemistry Quaternary Ammonium Compounds - chemistry Xu, Minghan oth Yao, Weirong oth Mao, Jianwei oth Enthalten in Carbohydrate research Amsterdam : Elsevier, 1965 407(2015), Seite 51-54 (DE-627)129067776 (DE-600)1435-7 (DE-576)014399229 0008-6215 nnns volume:407 year:2015 pages:51-54 http://dx.doi.org/10.1016/j.carres.2015.01.010 Volltext http://www.ncbi.nlm.nih.gov/pubmed/25704198 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_70 GBV_ILN_4012 GBV_ILN_4305 AR 407 2015 51-54 |
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10.1016/j.carres.2015.01.010 doi PQ20160617 (DE-627)OLC1964133629 (DE-599)GBVOLC1964133629 (PRQ)c1288-514996f3d82aa44e7927f35442e134bd9b5244be1616587e11cd94323f980a1d0 (KEY)0026786420150000407000000051roomtemperatureionicliquidsenhancedgreensynthesiso DE-627 ger DE-627 rakwb eng 660 DE-600 Cui, Yanli verfasserin aut Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. Nutzungsrecht: Copyright © 2015 Elsevier Ltd. All rights reserved. Salts - chemical synthesis Salts - chemistry Ionic Liquids - chemistry Silver - chemistry Quaternary Ammonium Compounds - chemistry Xu, Minghan oth Yao, Weirong oth Mao, Jianwei oth Enthalten in Carbohydrate research Amsterdam : Elsevier, 1965 407(2015), Seite 51-54 (DE-627)129067776 (DE-600)1435-7 (DE-576)014399229 0008-6215 nnns volume:407 year:2015 pages:51-54 http://dx.doi.org/10.1016/j.carres.2015.01.010 Volltext http://www.ncbi.nlm.nih.gov/pubmed/25704198 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_70 GBV_ILN_4012 GBV_ILN_4305 AR 407 2015 51-54 |
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10.1016/j.carres.2015.01.010 doi PQ20160617 (DE-627)OLC1964133629 (DE-599)GBVOLC1964133629 (PRQ)c1288-514996f3d82aa44e7927f35442e134bd9b5244be1616587e11cd94323f980a1d0 (KEY)0026786420150000407000000051roomtemperatureionicliquidsenhancedgreensynthesiso DE-627 ger DE-627 rakwb eng 660 DE-600 Cui, Yanli verfasserin aut Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. Nutzungsrecht: Copyright © 2015 Elsevier Ltd. All rights reserved. Salts - chemical synthesis Salts - chemistry Ionic Liquids - chemistry Silver - chemistry Quaternary Ammonium Compounds - chemistry Xu, Minghan oth Yao, Weirong oth Mao, Jianwei oth Enthalten in Carbohydrate research Amsterdam : Elsevier, 1965 407(2015), Seite 51-54 (DE-627)129067776 (DE-600)1435-7 (DE-576)014399229 0008-6215 nnns volume:407 year:2015 pages:51-54 http://dx.doi.org/10.1016/j.carres.2015.01.010 Volltext http://www.ncbi.nlm.nih.gov/pubmed/25704198 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_70 GBV_ILN_4012 GBV_ILN_4305 AR 407 2015 51-54 |
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10.1016/j.carres.2015.01.010 doi PQ20160617 (DE-627)OLC1964133629 (DE-599)GBVOLC1964133629 (PRQ)c1288-514996f3d82aa44e7927f35442e134bd9b5244be1616587e11cd94323f980a1d0 (KEY)0026786420150000407000000051roomtemperatureionicliquidsenhancedgreensynthesiso DE-627 ger DE-627 rakwb eng 660 DE-600 Cui, Yanli verfasserin aut Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. Nutzungsrecht: Copyright © 2015 Elsevier Ltd. All rights reserved. Salts - chemical synthesis Salts - chemistry Ionic Liquids - chemistry Silver - chemistry Quaternary Ammonium Compounds - chemistry Xu, Minghan oth Yao, Weirong oth Mao, Jianwei oth Enthalten in Carbohydrate research Amsterdam : Elsevier, 1965 407(2015), Seite 51-54 (DE-627)129067776 (DE-600)1435-7 (DE-576)014399229 0008-6215 nnns volume:407 year:2015 pages:51-54 http://dx.doi.org/10.1016/j.carres.2015.01.010 Volltext http://www.ncbi.nlm.nih.gov/pubmed/25704198 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_70 GBV_ILN_4012 GBV_ILN_4305 AR 407 2015 51-54 |
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10.1016/j.carres.2015.01.010 doi PQ20160617 (DE-627)OLC1964133629 (DE-599)GBVOLC1964133629 (PRQ)c1288-514996f3d82aa44e7927f35442e134bd9b5244be1616587e11cd94323f980a1d0 (KEY)0026786420150000407000000051roomtemperatureionicliquidsenhancedgreensynthesiso DE-627 ger DE-627 rakwb eng 660 DE-600 Cui, Yanli verfasserin aut Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester 2015 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. Nutzungsrecht: Copyright © 2015 Elsevier Ltd. All rights reserved. Salts - chemical synthesis Salts - chemistry Ionic Liquids - chemistry Silver - chemistry Quaternary Ammonium Compounds - chemistry Xu, Minghan oth Yao, Weirong oth Mao, Jianwei oth Enthalten in Carbohydrate research Amsterdam : Elsevier, 1965 407(2015), Seite 51-54 (DE-627)129067776 (DE-600)1435-7 (DE-576)014399229 0008-6215 nnns volume:407 year:2015 pages:51-54 http://dx.doi.org/10.1016/j.carres.2015.01.010 Volltext http://www.ncbi.nlm.nih.gov/pubmed/25704198 GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-TEC SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_70 GBV_ILN_4012 GBV_ILN_4305 AR 407 2015 51-54 |
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Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester |
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Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester |
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Cui, Yanli |
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Carbohydrate research |
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Cui, Yanli |
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Cui, Yanli |
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10.1016/j.carres.2015.01.010 |
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660 |
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room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester |
| title_auth |
Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester |
| abstract |
We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. |
| abstractGer |
We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. |
| abstract_unstemmed |
We herein report an efficient synthesis of β-glycosyl 1-ester in room-temperature ionic liquids (RTILs) promoted via silver salt and quaternary ammonium salt (PTC) with good or excellent yields. All products were isolated exclusively as the β-anomers. Four different RTILs, eight metal salts and four quaternary ammonium salts were screened in the glycosylation reaction. The synergistic effect of C6mim·OTf, Ag2O and tetrabutylammonium iodine gave the best results. Their promotion to the system was integral. Thorough study provided insight into the catalytic activity of ionic liquid structure, metal salts and quaternary ammonium salt to these reactions. It is worth mentioning that the yield of aliphatic compound 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl butyrate (3l) was highly improved when using C6mim·OTf as solvent compared with the normal volatile solvents under the same catalysts. This green approach has been proved to be practical and compatible with a wide range from aliphatic to aromatic substrates. |
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| title_short |
Room-temperature ionic liquids enhanced green synthesis of β-glycosyl 1-ester |
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http://dx.doi.org/10.1016/j.carres.2015.01.010 http://www.ncbi.nlm.nih.gov/pubmed/25704198 |
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Xu, Minghan Yao, Weirong Mao, Jianwei |
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