Synthesis of azimic acid using hydroformylation
A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was intr...
| Main Authors: | , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2013
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| Online Access: | https://hdl.handle.net/10356/99815 http://hdl.handle.net/10220/17781 |
| _version_ | 1811692713249079296 |
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| author | Bates, Roderick Wayland Kasinathan, Sivarajan |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Bates, Roderick Wayland Kasinathan, Sivarajan |
| author_sort | Bates, Roderick Wayland |
| collection | NTU |
| description | A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was introduced via an iminium ion intermediate under stereoelectronic control. |
| first_indexed | 2024-10-01T06:40:09Z |
| format | Journal Article |
| id | ntu-10356/99815 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T06:40:09Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | ntu-10356/998152020-06-05T06:13:12Z Synthesis of azimic acid using hydroformylation Bates, Roderick Wayland Kasinathan, Sivarajan School of Physical and Mathematical Sciences Science::Chemistry Piperidine Alkaloid A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was introduced via an iminium ion intermediate under stereoelectronic control. MOE (Min. of Education, S’pore) 2013-11-19T04:54:48Z 2019-12-06T20:11:55Z 2013-11-19T04:54:48Z 2019-12-06T20:11:55Z 2013 2013 Journal Article Bates, R. W., & Kasinathan, S. (2013). Synthesis of azimic acid using hydroformylation. Tetrahedron, 69(14), 3088-3092. 0040-4020 https://hdl.handle.net/10356/99815 http://hdl.handle.net/10220/17781 10.1016/j.tet.2013.01.060 en Tetrahedron Tetrahedron © 2013 Elsevier Ltd. All rights reserved. |
| spellingShingle | Science::Chemistry Piperidine Alkaloid Bates, Roderick Wayland Kasinathan, Sivarajan Synthesis of azimic acid using hydroformylation |
| title | Synthesis of azimic acid using hydroformylation |
| title_full | Synthesis of azimic acid using hydroformylation |
| title_fullStr | Synthesis of azimic acid using hydroformylation |
| title_full_unstemmed | Synthesis of azimic acid using hydroformylation |
| title_short | Synthesis of azimic acid using hydroformylation |
| title_sort | synthesis of azimic acid using hydroformylation |
| topic | Science::Chemistry Piperidine Alkaloid |
| url | https://hdl.handle.net/10356/99815 http://hdl.handle.net/10220/17781 |
| work_keys_str_mv | AT batesroderickwayland synthesisofazimicacidusinghydroformylation AT kasinathansivarajan synthesisofazimicacidusinghydroformylation |