Progress Toward The Total Synthesis Of Roseophilin

Author : Amber Reilly
Publisher :
ISBN 13 : 9781124420738
Total Pages : 179 pages
Book Rating : 4.4/5 (27 download)

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Download or read book Progress Toward the Total Synthesis of Batrachotoxinin A and Phorboxazole B written by Amber Reilly and published by . This book was released on 2010 with total page 179 pages. Available in PDF, EPUB and Kindle. Book excerpt: Part I of this dissertation presents the studies directed toward the total synthesis of batrachotoxin. The general approach towards the synthesis of batrachotoxin involves preparation of the AB rings and the DE rings independently, followed by union of these two ring systems, subsequent closure of the C ring, and elaboration to the natural product. A deconjugative alkylation approach has thus far proved to be the most reliable route to the union of the AB rings to the DE rings, however other methods should be explored. Model studies and synthesis of advanced intermediates have provided a good foundation for future work towards the synthesis of batrachotoxin. Part II of this dissertation presents the studies directed toward the total synthesis of Phorboxazole B with an emphasis on efforts for uniting the side chain and macrocyclic core of the natural product by Wittig olefination. Model studies provided detailed insight into the conditions that would be optimal for union of these two advanced intermediates. While these model studies indicated a promising outcome and were even performed on highly elaborate model compounds, these conditions did not translate well in the union of the real side chain and macrocyle of Phorboxazole.