Oxidative cross-dehydrogenative [2 + 3] annulation of α-amino ketones with α-keto esters: concise synthesis of clausenamide analogues. Issue 7 (6th November 2018)

• Record Type: Journal Article
• Authors: Bhajammanavar, Vinod; Mallik, Sumitava; Baidya, Mahiuddin
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 7(2019)
• Page Start: 1740
• Page End: 1743
• Publication Date: 2018-11-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02369g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A one-pot oxidative cross-dehydrogenative [2 + 3] annulation of α-amino ketones with α-keto esters at room temperature is reported. Abstract : A one-pot oxidative cross-dehydrogenative [2 + 3] annulation of α-amino ketones with α-keto esters at room temperature is reported. The protocol features copper/organo cooperative catalysis and provides densely functionalized pyrrolones in high yields. Subsequent reduction furnished multi-substituted pyrrolidinones which represent the core-structure of the natural product clausenamide, a lead molecule for the treatment of Alzheimer's disease.