Gardner, Sean
(2021)
Towards the Total Synthesis of Tetrafibricin.
Master's Thesis, University of Pittsburgh.
(Unpublished)
This is the latest version of this item.
Abstract
This work describes the continuation of the total synthesis of the marine natural product Tetrafibricin in the Curran Group. Retrosynthetic analysis of the framework of tetrafibricin lends to a convergent synthesis using 6 fragments: C1-C8, C9-C13, C14-C20, C21-C30, C31-C34 and C35-C40. Following the last attempt that yielded approximately 1 mg of fully protected tetrafibricin, this attempt features scale up and reaction selection improvements in order to provide enough of the fragments in order to realize the successful coupling strategy demonstrated in previous work. The synthesis was unsuccessful in that a material bottleneck occurred for the C21-C30 fragment, leading to the publication of the total synthesis by another academic group.
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Details
| Item Type: |
University of Pittsburgh ETD
|
| Status: |
Unpublished |
| Creators/Authors: |
|
| ETD Committee: |
|
| Date: |
8 October 2021 |
| Date Type: |
Publication |
| Defense Date: |
12 April 2021 |
| Approval Date: |
8 October 2021 |
| Submission Date: |
6 August 2021 |
| Access Restriction: |
No restriction; Release the ETD for access worldwide immediately. |
| Number of Pages: |
124 |
| Institution: |
University of Pittsburgh |
| Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
| Degree: |
MS - Master of Science |
| Thesis Type: |
Master's Thesis |
| Refereed: |
Yes |
| Uncontrolled Keywords: |
Total synthesis natural product organic chemistry |
| Date Deposited: |
08 Oct 2021 19:08 |
| Last Modified: |
08 Oct 2021 19:08 |
| URI: |
http://d-scholarship.pitt.edu/id/eprint/41823 |
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