Highly Diastereoselective Conjugate Addition to Alkylidene Bis(Sulfoxides): Asymmetric Synthesis of (+)‐<i>erythro</i>‐Roccellic Acid

Abstract

Facial stereocontrol is possible in Michael additions of nucleophiles (Nu) to alkylidene bis(sulfoxides), which proceed via nonchelated (A) or chelated (B) intermediates depending on the addition of an appropriate Lewis acid (LA). This intriguing reactivity could be applied to the first total synthesis of the succinate-based natural product, (+)-erythro-roccellic acid. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2003/z52356_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.