Copper-catalyzed conjugate addition of an acetal-containing grignard reagent. A method for cyclopentene annulation.

✍ Scribed by Anthony Marfat; Paul Helquist

• Book ID: 104246209
• Publisher: Elsevier Science
• Year: 1978
• Tongue: French
• Weight: 234 KB
• Volume: 19
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)95185-8

✦ Synopsis

Methods for the annulation of five-membered rings onto pre-existing carbon skeletons are valuable in the synthesis of several classes of natural products.1,2 In this communication we wish to report a method based upon the general concept illustrated in equation 1. This approach is based upon the conjugate addition of a synthon for the S-oxocarbanion, 1, to afford 1,6-dicarbonyl compounds; intramolecular condensation would then give the desired annulation products. The newly generated enone functionality of