Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement
A series of glycoside derivatives bearing chalcones moieties has been synthesized. A convenient synthetic method was performed from the reaction of 3,4,6-tri-O-acetyl-D-glucal with (E)-1-(4-alkyloxyphenyl)-3-(4-hydroxy-phenyl)prop-2-en-1-one (2a-2c) employing OC rearrangement to afford C-glycoside...
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Institut Kimia Malaysia
2013
|
| Subjects: | |
| Online Access: | http://ir.unimas.my/id/eprint/15569/ http://ir.unimas.my/id/eprint/15569/1/Synthesis%20of%20Glycosides%20Bearing%20Chalcone%20%28abstract%29.pdf |
| _version_ | 1848837880590368768 |
|---|---|
| author | Zainab, Ngaini Dayang H., Abang Kamaluddin |
| author_facet | Zainab, Ngaini Dayang H., Abang Kamaluddin |
| author_sort | Zainab, Ngaini |
| building | UNIMAS Institutional Repository |
| collection | Online Access |
| description | A series of glycoside derivatives bearing chalcones moieties has been synthesized. A convenient synthetic method was performed from the reaction of 3,4,6-tri-O-acetyl-D-glucal with (E)-1-(4-alkyloxyphenyl)-3-(4-hydroxy-phenyl)prop-2-en-1-one (2a-2c) employing OC rearrangement to afford C-glycoside 4a-c over prolonged reaction times, in the presence of BF3.OEt2 as a catalyst. The compounds differ in the length of alkyl groups, CnH2n+1, where n= 7, 8 and 9. |
| first_indexed | 2025-11-15T06:46:41Z |
| format | Article |
| id | unimas-15569 |
| institution | Universiti Malaysia Sarawak |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T06:46:41Z |
| publishDate | 2013 |
| publisher | Institut Kimia Malaysia |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | unimas-155692017-03-15T10:38:55Z http://ir.unimas.my/id/eprint/15569/ Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement Zainab, Ngaini Dayang H., Abang Kamaluddin QD Chemistry A series of glycoside derivatives bearing chalcones moieties has been synthesized. A convenient synthetic method was performed from the reaction of 3,4,6-tri-O-acetyl-D-glucal with (E)-1-(4-alkyloxyphenyl)-3-(4-hydroxy-phenyl)prop-2-en-1-one (2a-2c) employing OC rearrangement to afford C-glycoside 4a-c over prolonged reaction times, in the presence of BF3.OEt2 as a catalyst. The compounds differ in the length of alkyl groups, CnH2n+1, where n= 7, 8 and 9. Institut Kimia Malaysia 2013 Article PeerReviewed text en http://ir.unimas.my/id/eprint/15569/1/Synthesis%20of%20Glycosides%20Bearing%20Chalcone%20%28abstract%29.pdf Zainab, Ngaini and Dayang H., Abang Kamaluddin (2013) Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement. Malaysian Journal of Chemistry, 15 (1). 013-019. ISSN 1511-2292 https://www.researchgate.net/publication/291336464_Synthesis_of_Glycosides_Bearing_Chalcone_Derivatives_via_Ferrier_Rearrangement |
| spellingShingle | QD Chemistry Zainab, Ngaini Dayang H., Abang Kamaluddin Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement |
| title | Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement |
| title_full | Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement |
| title_fullStr | Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement |
| title_full_unstemmed | Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement |
| title_short | Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement |
| title_sort | synthesis of glycosides bearing chalcone derivatives via ferrier rearrangement |
| topic | QD Chemistry |
| url | http://ir.unimas.my/id/eprint/15569/ http://ir.unimas.my/id/eprint/15569/ http://ir.unimas.my/id/eprint/15569/1/Synthesis%20of%20Glycosides%20Bearing%20Chalcone%20%28abstract%29.pdf |