ChemInform Abstract: Enantioselective Construction of Angular Triquinanes Through an Asymmetric Intramolecular Pauson-Khand Reaction. Synthesis of (+)-15- Nor-pentalenene.

✍ Scribed by J. TORMO; A. MOYANO; M. A. PERICAS; A. RIERA

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 33 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199750261

✦ Synopsis

Enantioselective Construction of Angular Triquinanes Through an Asymmetric Intramolecular Pauson-Khand Reaction. Synthesis of (+)-15-Nor-pentalenene.

-It is shown for the first time that a structurally complex angular triquinane, (+)-(IX), can be obtained in a short, convergent, and enantioselective manner using an intramolecular Pauson-Khand reaction in which the stereochemical control is exclusively effected by a peripheral, eliminable chiral alkoxy group. Interestingly, the absolute configuration of (+)-(IX) is the same one found in natural (+) -pentalenene. -(TORMO, J.;