Total Synthesis of the Thiazolyl Peptide GE2270 A

Abstract

When one door closes, another opens: In the synthesis of the thiazolyl peptide GE2270 A (1), the bonds labeled I and II at the pyridine core were established by two consecutive cross-coupling reactions. Amide bond formation (IV) and subsequent intramolecular Stille reaction (III) were more effective than the originally conceived connection strategy (III before IV). GE2270 A (1) was prepared with an overall yield of 4.8 % in 20 steps along the longest linear sequence. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z700684_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.