Total Synthesis of (+)‐Dactylolide through an Efficient Sequential Peterson Olefination and Prins Cyclization Reaction

Abstract

Key steps in the total synthesis of the macrolide natural product (+)-dactylolide (see formula) include two enantioselective vinylogous Mukaiyama reactions, fragment coupling through acetal formation, a sequential Peterson olefination/Prins cyclization reaction that proceeds under very mild conditions, and a Mislow–Evans rearrangement to effect the transposition of an allylic alcohol. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2005/z500564_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.