Type
Text
Type
Thesis
Advisor
Drueckhammer, Dale | Parker, Kathlyn A | Johnson, Francis.
Date
2012-12-01
Keywords
Organic chemistry
Department
Department of Chemistry
Language
en_US
Source
This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree.
Identifier
http://hdl.handle.net/11401/71202
Publisher
The Graduate School, Stony Brook University: Stony Brook, NY.
Format
application/pdf
Abstract
The total synthesis of immunosuppressant and multidrug resistant (MDR) reversal agents SNF4435 C and SNF4435 D, isolated from the culture broth of an Okinawan strain of Streptomyces spectabilis in 2001, has been accomplished in a fourteen step process. The key reaction utilizes a Stille coupling en route to the final products. Considering the limitations of the Stille coupling, we are currently adjusting the procedure to allow for a new approach, which involves the use of a molecular tether to join the two precursor molecules. This thesis describes the synthesis of a new pair of precursors as well as our efforts toward linking said molecules together via an appropriate silicon bridge. | 40 pages
Recommended Citation
Dick, Andrew Daniel, "A New Approach to the Synthesis of the Bicyclic Core of the Immunosuppressants SNF4435 C & SNF4435 D via Silicon Tethering" (2012). Stony Brook Theses and Dissertations Collection, 2006-2020 (closed to submissions). 408.
https://commons.library.stonybrook.edu/stony-brook-theses-and-dissertations-collection/408