Towards the Total Synthesis of Spirovibsanin A: Total Synthesis of (±)-5,14-Bis-epi-spirovibsanin A

✍ Scribed by Michael J. Gallen; Craig M. Williams

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 284 KB
• Volume: 2008
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200800574

✦ Synopsis

Abstract

Studies towards the total synthesis of the complex diterpene spirovibsanin A are herein presented, which culminate in an 18‐step total synthesis. Considering the perceived stereochemical uncertainty surrounding the assignment of spirovibsanin A these studies have allowed a direct spectroscopic comparison of the (±)‐5,14‐bis‐epi derivative to that of natural spirovibsanin A demonstrating that the carbon framework and stereochemistry assigned to natural spirovibsanin A is most likely correct.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)