Total Synthesis of (–)-Isopisiferin: Confirmation of Absolute Configuration

✍ Scribed by Ning-Wei Jan; Hsing-Jang Liu; Min-Tsang Hsieh; Kak-Shan Shia

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 160 KB
• Volume: 2010
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201000449

✦ Synopsis

Abstract

Starting from 4,4‐dimethyl‐2‐cyclohexenone, an enantioselective synthesis of (–)‐isopisiferin has been accomplished in 15 steps with an overall yield of 11.4 %. This work not only provides synthetic evidence for confirming the absolute configuration of natural isopisiferin itself, but also serves as an additional correlation origin to which many related icetexane‐type diterpenes, particular for the pisiferin family, can be referred.