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University of Illinois at Urbana-Champaign
Intramolecular (4+2); and tandem intermolecular (4+2);/intramolecular (3+2); cycloaddition of nitroalkenes with achiral and chiral dienophiles
Abstract
dc:descriptionNitroalkenes tethered with activated and unactivated olefins were prepared. Intramolecular cycloadditions with both acyclic and cyclic dienophiles in the presence of SnCl$\sb4$ were investigated. Nitroalkenes tethered with three methylene units to a Z-dienophile afforded trans fused nitronates. The cycloaddition towards larger rings were unsuccessful. Cyclic dienophiles cyclized to form fused ring nitronates with extremely high selectivity. The ring fusion between the carbocycles was dependent on the ring size of the dienophile. However, cycloaddition to afford spiro ring nitronates were unsuccessful.
Degree
thesis:*- Name thesis:degree_name
- Ph.D.
- Level thesis:degree_level
- Dissertation
- Discipline thesis:degree_discipline
- Chemistry
- Grantor
- University of Illinois at Urbana-Champaign
- Year dc:date
- 2011
Author and committee
dc:creator, dc:contributor.*- Author dc:creator
-
- Senanayake, Chandrawansha Bandara Weerasinghe
- Contributors dc:contributor
-
- Denmark, Scott E.
Subjects
dc:subject × 1Rights
dc:rights- Statement dc:rights
-
- Copyright 1991 Senanayake, Chandrawansha Bandara Weerasinghe
- Language dc:language
- eng
Identifiers
dc:identifier.*- Identifier
-
AAI9136726
(UMI)AAI9136726 - OAI identifier oai:identifier
- oai:www.ideals.illinois.edu:2142/19375