File Download
There are no files associated with this item.
Supplementary
-
Citations:
- Appears in Collections:
Conference Paper: Cycloadditions of Epoxy and Aziridinyl Enolsilanes and their Applications to Total Synthesis
Title | Cycloadditions of Epoxy and Aziridinyl Enolsilanes and their Applications to Total Synthesis |
---|---|
Authors | |
Issue Date | 2019 |
Citation | The Markovnikov Congress on Organic Chemistry, Kazan, Russia, 24–28 June 2019 How to Cite? |
Abstract | Epoxy and aziridinyl enolsilanes are versatile electrophiles for inter- or intramolecular (4+3) cycloadditions with common dienes such as furan and cyclopentadiene. However, even with less conventional dienes, they have also been effective for cycloadditions. Intramolecular (4+3) cycloadditions with substituted pyrroles have yielded for the first time fused tropanone frameworks, which we have used as a key step in the synthesis of the BCDEF core of the Type II galbulimima alkaloids (Scheme 1). Even benzenoid aromatics and thiophenes react readily as dienes in intramolecular (4+3) cycloadditions, culminating in an efficient dearomatization reactions overall (Scheme 2). This reaction could be used to construct both bridged and fused carbocycles towards the total synthesis of natural products. |
Description | Organizer: Kazan Federal University |
Persistent Identifier | http://hdl.handle.net/10722/282733 |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Zheng, Y | - |
dc.contributor.author | Chen, Y | - |
dc.contributor.author | He, J | - |
dc.contributor.author | Ling, J | - |
dc.contributor.author | Chiu, P | - |
dc.date.accessioned | 2020-06-01T06:48:40Z | - |
dc.date.available | 2020-06-01T06:48:40Z | - |
dc.date.issued | 2019 | - |
dc.identifier.citation | The Markovnikov Congress on Organic Chemistry, Kazan, Russia, 24–28 June 2019 | - |
dc.identifier.uri | http://hdl.handle.net/10722/282733 | - |
dc.description | Organizer: Kazan Federal University | - |
dc.description.abstract | Epoxy and aziridinyl enolsilanes are versatile electrophiles for inter- or intramolecular (4+3) cycloadditions with common dienes such as furan and cyclopentadiene. However, even with less conventional dienes, they have also been effective for cycloadditions. Intramolecular (4+3) cycloadditions with substituted pyrroles have yielded for the first time fused tropanone frameworks, which we have used as a key step in the synthesis of the BCDEF core of the Type II galbulimima alkaloids (Scheme 1). Even benzenoid aromatics and thiophenes react readily as dienes in intramolecular (4+3) cycloadditions, culminating in an efficient dearomatization reactions overall (Scheme 2). This reaction could be used to construct both bridged and fused carbocycles towards the total synthesis of natural products. | - |
dc.language | eng | - |
dc.relation.ispartof | The Markovnikov Congress on Organic Chemistry | - |
dc.title | Cycloadditions of Epoxy and Aziridinyl Enolsilanes and their Applications to Total Synthesis | - |
dc.type | Conference_Paper | - |
dc.identifier.email | Chiu, P: pchiu@hku.hk | - |
dc.identifier.authority | Chiu, P=rp00680 | - |
dc.identifier.hkuros | 305411 | - |
dc.publisher.place | Kazan | - |