| dc.contributor.advisor | Rick L. Danheiser. | en_US |
| dc.contributor.author | Lam, Tin Yiu | en_US |
| dc.contributor.other | Massachusetts Institute of Technology. Dept. of Chemistry. | en_US |
| dc.date.accessioned | 2009-06-30T17:08:05Z | |
| dc.date.available | 2009-06-30T17:08:05Z | |
| dc.date.copyright | 2008 | en_US |
| dc.date.issued | 2008 | en_US |
| dc.identifier.uri | http://hdl.handle.net/1721.1/46045 | |
| dc.description | Vita. | en_US |
| dc.description | Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2008. | en_US |
| dc.description | Includes bibliographical references. | en_US |
| dc.description.abstract | Vinylketenes (generated in situ from cyclobutenones or a-diazo ketones) react with ynamides via a pericyclic cascade process to produce highly-substituted aniline derivatives. Cyclization of the benzannulation products can then be achieved via several alternate procedures leading to indoles that are highly substituted on the six-membered ring. The cyclization approaches investigated as the second step in this tandem strategy included aromatic substitution, palladium-catalyzed oxidative amination, and nucleophilic cyclization. This thesis discusses the scope and limitations of this tandem strategy. | en_US |
| dc.description.statementofresponsibility | by Tin Yiu Lam. | en_US |
| dc.format.extent | 234 leaves | en_US |
| dc.language.iso | eng | en_US |
| dc.publisher | Massachusetts Institute of Technology | en_US |
| 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. | en_US |
| dc.rights.uri | http://dspace.mit.edu/handle/1721.1/7582 | en_US |
| dc.subject | Chemistry. | en_US |
| dc.title | Synthesis of indoles via a tandem benzannulation-cyclization strategy | en_US |
| dc.type | Thesis | en_US |
| dc.description.degree | Ph.D. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | |
| dc.identifier.oclc | 370422528 | en_US |
