Progress toward the synthesis of providencin
by Stevens, Sarah Jean, Ph.D., COLORADO STATE UNIVERSITY, 2011, 254 pages; 3454642

Abstract:

Providencin, a highly oxygenated diterpene, was isolated from the sea plume Pseudopterogorgia kallos in 2003 by Rodriguez and co-workers. Providencin was revealed to be a cembrane-based diterpene containing an unprecedented [12.2.0]hexadecane ring-system. Providencin was found to possess anti-cancer activity against human breast (MCF7), lung (NCI-H460) and CNS (SF-268) cancer cell lines. The unique structure and biological activity make providencin an attractive target for total synthesis and our work toward providencin began shortly after its isolation. The initial focus of each approach has centered on the unique trans-fused cyclobutanol moiety. A formal [2 + 2] cycloaddition is our chosen approach to the synthesis of the cyclobutane moiety. Further elaboration of our cyclobutane compounds has led to the synthesis of several highly functionalized intermediates. Our efforts toward the synthesis of providencin are discussed herein.

 
AdviserJohn L. Wood
SchoolCOLORADO STATE UNIVERSITY
SourceDAI/B 72-08, p. , Jun 2011
Source TypeDissertation
SubjectsChemistry; Organic chemistry
Publication Number3454642
Adobe PDF Access the complete dissertation:
 

» Find an electronic copy at your library.
  Use the link below to access a full citation record of this graduate work:
  http://gateway.proquest.com/openurl%3furl_ver=Z39.88-2004%26res_dat=xri:pqdiss%26rft_val_fmt=info:ofi/fmt:kev:mtx:dissertation%26rft_dat=xri:pqdiss:3454642
  If your library subscribes to the ProQuest Dissertations & Theses (PQDT) database, you may be entitled to a free electronic version of this graduate work. If not, you will have the option to purchase one, and access a 24 page preview for free (if available).

About ProQuest Dissertations & Theses
With over 2.3 million records, the ProQuest Dissertations & Theses (PQDT) database is the most comprehensive collection of dissertations and theses in the world. It is the database of record for graduate research.

The database includes citations of graduate works ranging from the first U.S. dissertation, accepted in 1861, to those accepted as recently as last semester. Of the 2.3 million graduate works included in the database, ProQuest offers more than 1.9 million in full text formats. Of those, over 860,000 are available in PDF format. More than 60,000 dissertations and theses are added to the database each year.

If you have questions, please feel free to visit the ProQuest Web site - http://www.proquest.com - or call ProQuest Hotline Customer Support at 1-800-521-3042.