Total Synthesis of the Marine Natural Product (−)-Cribrostatin 4 (Renieramycin H)

✍ Scribed by Xiaochuan Chen; Jieping Zhu

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 153 KB
• Volume: 119
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/ange.200700539

✦ Synopsis

Scheme 5. Domino cyclization to construct the pentacyclic core of cribrostatin 4 (1): a) n-C 6 H 13 SH, TFA/TFE 1:100, 93 %; b) Swern oxidation; c) TBAF, AcOH, THF; d) MeSO 3 H (0.01 % by volume, c = 0.01 m), CH 2 Cl 2 , 51 % (for 3 steps). TFA = trifluoroacetic acid, TFE = trifluoroethanol.