Conjugate addition–Peterson olefination reactions: expedient routes to cross conjugated dienones

✍ Scribed by Mazhar Iqbal; Paul Evans

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 169 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01297-8

✦ Synopsis

The synthesis of 5-alkylidenecyclopent-2-enones is readily achieved in two steps via a one-pot conjugate addition-Peterson olefination sequence, using exo-2-trimethylsilyl-3a,4,7,7a-tetrahydro-4,7-methanoinden-1-one, followed by a retro-Diels-Alder reaction.