Studies directed toward the synthesis of ulapualide A: Phosphorus-based olefination as model studies for (Schlosser-like) fragment coupling

✍ Scribed by Cassandra A. Celatka; Ping Liu; James S. Panek

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 199 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)01219-7

✦ Synopsis

Preliminary studies aimed at developing reaction conditions for the fragment coupling between the C26-C42 fragment and the tris-oxazole fragment of ulapualide A are described. Our approach utilizes Schlosser-Wittig olefination conditions for the construction of a trans-double bond. In this study, seven different tri-alkyl and tri-aryl phosphines were evaluated in an attempt to determine the extent of trans I cis selectivity for the prospective construction of the trans-C25-C26 double bond of ulapualide A.