File Download
There are no files associated with this item.
Supplementary
-
Citations:
- Appears in Collections:
Conference Paper: Intramolecular (4+3) cycloaddition of pyrroles with epoxy enolsilanes.
Title | Intramolecular (4+3) cycloaddition of pyrroles with epoxy enolsilanes. |
---|---|
Authors | |
Issue Date | 2016 |
Citation | The 14th International Symposium for Chinese Organic Chemists (ISCOC) and the 11th International Symposium for Chinese Inorganic Chemists (ISCIC), Singapore, 8-10 December 2016 How to Cite? |
Abstract | While (4+3) cycloadditions commonly proceed with furans and cyclopentadienes, the corresponding reaction with pyrroles is less common, since pyrroles tend to undergo Friedel-Crafts type of reactions, resulting in the restoration of aromaticity instead of cycloadditions. We have been developing the inter- and intramolecular (4+3) cycloadditions of furans and and other dienes using epoxy and aziridinyl enolsilanes as the electrophilic precursor.1 We found that pyrroles engage readily in intramolecular (4+3) cycloadditions with epoxy enolsilanes, resulting in polycyclic structures harboring a tropane nucleus. As a result, we are applying this reaction as the key strategy for the synthesis of the core of the galbulimima alkaloid, himandrine. Our progress in the synthesis will be reported. |
Persistent Identifier | http://hdl.handle.net/10722/271773 |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | He, J | - |
dc.contributor.author | Chiu, P | - |
dc.date.accessioned | 2019-07-16T06:36:30Z | - |
dc.date.available | 2019-07-16T06:36:30Z | - |
dc.date.issued | 2016 | - |
dc.identifier.citation | The 14th International Symposium for Chinese Organic Chemists (ISCOC) and the 11th International Symposium for Chinese Inorganic Chemists (ISCIC), Singapore, 8-10 December 2016 | - |
dc.identifier.uri | http://hdl.handle.net/10722/271773 | - |
dc.description.abstract | While (4+3) cycloadditions commonly proceed with furans and cyclopentadienes, the corresponding reaction with pyrroles is less common, since pyrroles tend to undergo Friedel-Crafts type of reactions, resulting in the restoration of aromaticity instead of cycloadditions. We have been developing the inter- and intramolecular (4+3) cycloadditions of furans and and other dienes using epoxy and aziridinyl enolsilanes as the electrophilic precursor.1 We found that pyrroles engage readily in intramolecular (4+3) cycloadditions with epoxy enolsilanes, resulting in polycyclic structures harboring a tropane nucleus. As a result, we are applying this reaction as the key strategy for the synthesis of the core of the galbulimima alkaloid, himandrine. Our progress in the synthesis will be reported. | - |
dc.language | eng | - |
dc.relation.ispartof | The 14th International Symposium for Chinese Organic Chemists (ISCOC-14) | - |
dc.title | Intramolecular (4+3) cycloaddition of pyrroles with epoxy enolsilanes. | - |
dc.type | Conference_Paper | - |
dc.identifier.email | Chiu, P: pchiu@hku.hk | - |
dc.identifier.authority | Chiu, P=rp00680 | - |
dc.identifier.hkuros | 274492 | - |
dc.publisher.place | Singapore | - |