Conjugate intra- and intermolecular addition mediated by methoxide anion on polymeric support

✍ Scribed by Cristiana Fava; Roberta Galeazzi; Eugenia Maria Gonzalez-Rosende; Mario Orena

• Book ID: 104211040
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 80 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)01490-8

✦ Synopsis

By treatment with methoxide anion on polymeric support (IRA 900), chiral b-oxo or b-sulphonylamides 2 bearing an a,b-unsaturated ester gave 3,4-disubstituted pyrrolidin-2-ones 3 as easily separable diastereomeric mixtures in good yield and moderate-to-good stereoselection. The polymeric reagent was also effective in promoting both intermolecular conjugate addition and alkylation reactions.