Concise asymmetric syntheses of the cylindrospermopsin alkaloids
| dc.contributor.author | Looper, Ryan Edward, author | |
| dc.contributor.author | Williams, Robert M., advisor | |
| dc.date.accessioned | 2022-11-28T17:46:42Z | |
| dc.date.available | 2022-11-28T17:46:42Z | |
| dc.date.issued | 2004 | |
| dc.description.abstract | Presented herein is a concise 18 step asymmetric synthesis of the hepatotoxic cyanobacterial alkaloids cylidrospermopsin, 7-epi-cylindrospermopsin, and the purported structure of 7-deoxycylindrospermopsin. Born from a simple amino acid, an intramolecular [1,3]-dipolar cycloaddition of an α-alkoxycarbonyl nitrone and a nitroaldol reaction serve to construct these natural products from a single stereocenter. The brevity of the synthesis, and the incorporation of the uracil moiety in a late-stage approach, proffers the ability to generate synthetic analogues that have been deployed for biomechanistic evaluation. | |
| dc.format.medium | doctoral dissertations | |
| dc.identifier.uri | https://hdl.handle.net/10217/235847 | |
| dc.language | English | |
| dc.language.iso | eng | |
| dc.publisher | Colorado State University. Libraries | |
| dc.relation | Catalog record number (MMS ID): 991020609239703361 | |
| dc.relation | QD421.L665 2004 | |
| dc.relation.ispartof | 2000-2019 | |
| dc.rights | Copyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright. | |
| dc.subject | Alkaloids -- Synthesis | |
| dc.subject | Asymmetric synthesis | |
| dc.title | Concise asymmetric syntheses of the cylindrospermopsin alkaloids | |
| dc.type | Text | |
| dcterms.rights.dpla | This Item is protected by copyright and/or related rights (https://rightsstatements.org/vocab/InC/1.0/). You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s). | |
| thesis.degree.discipline | Chemistry | |
| thesis.degree.grantor | Colorado State University | |
| thesis.degree.level | Doctoral | |
| thesis.degree.name | Doctor of Philosophy (Ph.D.) |
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