| dc.identifier.uri | http://hdl.handle.net/11401/77081 | |
| dc.description.sponsorship | This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree. | en_US |
| dc.format | Monograph | |
| dc.format.medium | Electronic Resource | en_US |
| dc.language.iso | en_US | |
| dc.publisher | The Graduate School, Stony Brook University: Stony Brook, NY. | |
| dc.type | Dissertation | |
| dcterms.abstract | An efficient total synthesis of the novel squalene synthase inhibitor, bisabosqual A, is presented herein. The key step, a 5-exo, 6-exo tandem radical cyclization assembles the fully functionalized bisabosqual core, providing two rings and setting three stereogenic centers (two with complete specificity) in one step. Additional effective transformations include a regioselective deoxygentation reaction utilizing the Trost-Hutchins reducing system and a chemo- and diastereoselective addition of trimethylaluminum to an advanced ketone intermediate in the presence of esters. The doubly convergent synthesis requires 14 steps (longest linear sequence) from commercially available starting materials. | |
| dcterms.available | 2017-09-20T16:51:54Z | |
| dcterms.contributor | Parker, Kathlyn A | en_US |
| dcterms.contributor | Johnson, Francis | en_US |
| dcterms.contributor | Fowler, Frank | en_US |
| dcterms.contributor | Lau, Roland. | en_US |
| dcterms.creator | am Ende, Christopher William | |
| dcterms.dateAccepted | 2017-09-20T16:51:54Z | |
| dcterms.dateSubmitted | 2017-09-20T16:51:54Z | |
| dcterms.description | Department of Chemistry. | en_US |
| dcterms.extent | 292 pg. | en_US |
| dcterms.format | Application/PDF | en_US |
| dcterms.format | Monograph | |
| dcterms.identifier | http://hdl.handle.net/11401/77081 | |
| dcterms.issued | 2015-08-01 | |
| dcterms.language | en_US | |
| dcterms.provenance | Made available in DSpace on 2017-09-20T16:51:54Z (GMT). No. of bitstreams: 1
amEnde_grad.sunysb_0771E_11581.pdf: 22767654 bytes, checksum: 95c89b7a1be0730362d49b0a788d7a1b (MD5)
Previous issue date: 2013 | en |
| dcterms.publisher | The Graduate School, Stony Brook University: Stony Brook, NY. | |
| dcterms.subject | Chemistry | |
| dcterms.title | Total Synthesis of Bisabosqual A | |
| dcterms.type | Dissertation | |
