Biomimetic Total Synthesis of Litseaverticillols A, C, D, F, and G: Singlet‐Oxygen‐Initiated Cascades

Abstract

Natural weapons against HIV, litseaverticillols A (2) and C, have been synthesized from sesquirosefuran (1) by a rapid and efficient biomimetic total synthesis involving a chemo- and stereoselective singlet-oxygen-initiated tandem sequence (see scheme). Litseaverticillols D, F, and G were readily synthesized from litseaverticillol A through a regioselective 1O2 ene reaction. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2003/z52180_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.