A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent
Lemon juice has been studied and reported as an efficient catalyst or green medium in organic synthesis. The present digest paper shows the successful and efficient Removal of multiple acid-labile protecting groups using crude lemon juice for the first time. Several drops of lemon juice can rapidly...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2023-12-01
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| Series: | Tetrahedron Green Chem |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2773223123000250 |
| _version_ | 1797342133825306624 |
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| author | Weiding Wang Yinzhe Chen Xiaoheng Li Qian Zhang |
| author_facet | Weiding Wang Yinzhe Chen Xiaoheng Li Qian Zhang |
| author_sort | Weiding Wang |
| collection | DOAJ |
| description | Lemon juice has been studied and reported as an efficient catalyst or green medium in organic synthesis. The present digest paper shows the successful and efficient Removal of multiple acid-labile protecting groups using crude lemon juice for the first time. Several drops of lemon juice can rapidly convert some simple liquid acetals to carbonyl compounds. Also, when mixed with ethanol, lemon juice effectively removes cyclic acetals and other protection groups on primary or secondary alcohols. In addition, for the selective Removal of acetonide on diacetone-d-glucose and its derivatives, the yield can reach more than 85%. Lemon juice, combined with ethanol as a solvent, can avoid using hazardous organic or inorganic acids to remove acid-labile protecting groups while being environmentally friendly. |
| first_indexed | 2024-03-08T10:28:55Z |
| format | Article |
| id | doaj.art-d00766d594ae4c42af785de595d24c9d |
| institution | Directory Open Access Journal |
| issn | 2773-2231 |
| language | English |
| last_indexed | 2024-03-08T10:28:55Z |
| publishDate | 2023-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Tetrahedron Green Chem |
| spelling | doaj.art-d00766d594ae4c42af785de595d24c9d2024-01-27T07:03:19ZengElsevierTetrahedron Green Chem2773-22312023-12-012100026A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solventWeiding Wang0Yinzhe Chen1Xiaoheng Li2Qian Zhang3Department of Chemistry, Xi'an-Jiaotong Liverpool University, Suzhou, Jiangsu Province, 215123, PR ChinaDepartment of Chemistry, Xi'an-Jiaotong Liverpool University, Suzhou, Jiangsu Province, 215123, PR ChinaDepartment of Chemistry, Xi'an-Jiaotong Liverpool University, Suzhou, Jiangsu Province, 215123, PR ChinaCorresponding author.; Department of Chemistry, Xi'an-Jiaotong Liverpool University, Suzhou, Jiangsu Province, 215123, PR ChinaLemon juice has been studied and reported as an efficient catalyst or green medium in organic synthesis. The present digest paper shows the successful and efficient Removal of multiple acid-labile protecting groups using crude lemon juice for the first time. Several drops of lemon juice can rapidly convert some simple liquid acetals to carbonyl compounds. Also, when mixed with ethanol, lemon juice effectively removes cyclic acetals and other protection groups on primary or secondary alcohols. In addition, for the selective Removal of acetonide on diacetone-d-glucose and its derivatives, the yield can reach more than 85%. Lemon juice, combined with ethanol as a solvent, can avoid using hazardous organic or inorganic acids to remove acid-labile protecting groups while being environmentally friendly.http://www.sciencedirect.com/science/article/pii/S2773223123000250Natural lemon juiceDeprotectionCitric acidProtecting groupsGreen chemistry |
| spellingShingle | Weiding Wang Yinzhe Chen Xiaoheng Li Qian Zhang A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent Tetrahedron Green Chem Natural lemon juice Deprotection Citric acid Protecting groups Green chemistry |
| title | A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent |
| title_full | A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent |
| title_fullStr | A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent |
| title_full_unstemmed | A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent |
| title_short | A green deprotection strategy: Removing acid-labile protecting groups using lemon juice/ethanol as the solvent |
| title_sort | green deprotection strategy removing acid labile protecting groups using lemon juice ethanol as the solvent |
| topic | Natural lemon juice Deprotection Citric acid Protecting groups Green chemistry |
| url | http://www.sciencedirect.com/science/article/pii/S2773223123000250 |
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