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Conference Paper: Applications of (4+3) Cycloadditions of Epoxy Enolsilanes to Total Synthesis
Title | Applications of (4+3) Cycloadditions of Epoxy Enolsilanes to Total Synthesis |
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Authors | |
Issue Date | 2016 |
Citation | The 21st IUPAC International Conference on Organic Synthesis (ICOS-21), Mumbai, India, 11-16 December 2016 How to Cite? |
Abstract | We have been studying intramolecular and transannular (4+3) cycloadditions of epoxy enolsilanes/ketones. These reactions proceeded in good to excellent yields and is generally highly diastereoselective. The use of optically enriched epoxy enolsilanes affords cycloadducts as single enantiomers bearing multiple stereocenters. In addition to cycloadditions with furans, more recently, we have also developed the intramolecular cycloaddition with pyrroles, which also proceeded diastereoselectively to afford optically-enriched cycloadducts. We have applied these reactions as the key steps in the synthesis of cortistatin A and himandrine. We will report our progress in these studies. |
Description | IL 36 |
Persistent Identifier | http://hdl.handle.net/10722/253039 |
DC Field | Value | Language |
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dc.contributor.author | HE, J | - |
dc.contributor.author | CHAN, D | - |
dc.contributor.author | KUANG, L | - |
dc.contributor.author | Liu, LL | - |
dc.contributor.author | Chiu, P | - |
dc.date.accessioned | 2018-05-10T07:46:36Z | - |
dc.date.available | 2018-05-10T07:46:36Z | - |
dc.date.issued | 2016 | - |
dc.identifier.citation | The 21st IUPAC International Conference on Organic Synthesis (ICOS-21), Mumbai, India, 11-16 December 2016 | - |
dc.identifier.uri | http://hdl.handle.net/10722/253039 | - |
dc.description | IL 36 | - |
dc.description.abstract | We have been studying intramolecular and transannular (4+3) cycloadditions of epoxy enolsilanes/ketones. These reactions proceeded in good to excellent yields and is generally highly diastereoselective. The use of optically enriched epoxy enolsilanes affords cycloadducts as single enantiomers bearing multiple stereocenters. In addition to cycloadditions with furans, more recently, we have also developed the intramolecular cycloaddition with pyrroles, which also proceeded diastereoselectively to afford optically-enriched cycloadducts. We have applied these reactions as the key steps in the synthesis of cortistatin A and himandrine. We will report our progress in these studies. | - |
dc.language | eng | - |
dc.relation.ispartof | The 21st IUPAC International Conference on Organic Synthesis (ICOS-21) | - |
dc.title | Applications of (4+3) Cycloadditions of Epoxy Enolsilanes to Total Synthesis | - |
dc.type | Conference_Paper | - |
dc.identifier.email | Chiu, P: pchiu@hku.hk | - |
dc.identifier.authority | Chiu, P=rp00680 | - |
dc.identifier.hkuros | 274493 | - |
dc.publisher.place | Mumbai, India | - |