Intramolecular [4 + 2] cycloadditions of conjugated enynes with highly strained cyclic alkenes

Seven- and eight-membered carbocycles are key features in numerous naturally occurring organic substances, many of which are biologically important natural products. This thesis describes studies directed towards the development of a [4 + 3] annulation strategy for the synthesis of seven-membered carbocycles involving the intramolecular [4 + 2] cycloadditions of conjugated enynes with cyclopropenes. A new [4 + 4] annulation method has been developed for the synthesis of eight-membered carbocycles involving cycloadditions of cyclobutenones with conjugated enynes.

Department dc:contributor.department

Massachusetts Institute of Technology. Dept. of Chemistry.

Grantor dc:publisher

Massachusetts Institute of Technology

Year dc:date.issued

2008

Author dc:creator

• Fong, Jennie

Advisor dc:contributor.advisor

• Rick L. Danheiser.

• Chemistry.

Statement dc:rights

• M.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission.

Licence dc:rights.uri

• http://dspace.mit.edu/handle/1721.1/7582

Language dc:language.iso

eng

Handle dc:identifier.uri

http://hdl.handle.net/1721.1/43815

OAI identifier oai:identifier

oai:dspace.mit.edu:1721.1/43815