Stereocontrolled Total Synthesis of (+)‐Streptazolin by a Palladium‐Catalyzed Reductive Diyne Cyclization

Abstract

(+)-Streptazolin synthesis revisited: The key reaction in the 11-step total synthesis of (+)-streptazolin (3), which starts from D-mannitol diacetonide, is the palladium-catalyzed reductive cyclization of two alkyne arms in 1 to provide the desired 1,3-diene 2 with the correct defined geometry. TBS=tert-butyldimethylsilyl. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2004/z460058_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.