ChemInform Abstract: Synthesis of 4-Alkyl-4-alkoxybutenolides Having Unsaturated Side Chains via Chromium Carbene Complex Photochemistry: (+)-Cerulenin.

✍ Scribed by T. E. KEDAR; M. W. MILLER; L. S. HEGEDUS

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 32 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199704243

✦ Synopsis

Synthesis of 4-Alkyl-4-alkoxybutenolides Having Unsaturated Side Chains via Chromium Carbene Complex Photochemistry: (+)-Cerulenin.

-The photochemical reaction of Cr alkoxycarbene complexes, e.g. (I), with optically active ene carbamates, e.g. (S)-(II), followed by Baeyer-Villinger oxidation of the resulting cyclobutanones and elimination of oxazolidine is applied to the total synthesis of (+)-cerulenin (X). -(KEDAR,