The Synthesis of Streptogramin Antibiotics: (−)‐Griseoviridin and Its C‐8 Epimer

Abstract

Ring-closing metathesis was used as a key step in the first total syntheses of the streptogramin antibiotics griseoviridin (1) and its C-8 epimer starting from D- and L-cystine, respectively. This synthetic endeavor confirms that the relative configuration about the hydoxy groups at C-18 and C-20 as having a 1,3-syn relationship (the structure of 1 was determined in 1976 by X-ray studies but was reported in error with regard to the relative C-18, C-20 configuration). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2000/z14501_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.