Highly reactive equivalents of allylidenetriphenylphosphoranes for the stereospecific synthesis of 1,3-dienes by cis-olefination of hindered aldehydes

✍ Scribed by E.J. Corey; Manoj C. Desai

• Publisher: Elsevier Science
• Year: 1985
• Tongue: French
• Weight: 186 KB
• Volume: 26
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)98914-7

✦ Synopsis

Ylides derived from 3-dimethylaminopropyltriphenylphosphonium salts react smoothly and stereospecifically with even hindered aldehydes to form Z-oletis which are easily converted to 1,3-dienes.

In connection with research which recently led to the total synthesis of (+)-retigeranic acid, 1 we had