An intramolecular Pauson–Khand approach to the synthesis of chiral cyclopentadienes

✍ Scribed by Ramon Rios; Albert Moyano; Miquel A Pericàs

• Book ID: 104232368
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 98 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02328-0

✦ Synopsis

A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.