Photoinduced umpolung addition of carbonyl compounds with α, β-unsaturated esters enables the polysubstituted γ-lactone formation. Issue 87 (12th October 2020)

• Record Type: Journal Article
• Authors: Gu, Jia-Yi; Zhang, Wei; Jackson, Seth R.; He, Yan-Hong; Guan, Zhi
• Is Part Of: Chemical communications. Volume 56:Issue 87(2020)
• Page Start: 13441
• Page End: 13444
• Publication Date: 2020-10-12
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc05306f
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Photoinduced reductive coupling of carbonyl compounds and α, β-unsaturated esters via ketyl radical intermediates for the synthesis of γ-lactones is described. Abstract : We herein report the photoinduced intermolecular umpolung addition of aromatic ketones/aldehydes with α, β-unsaturated esters via ketyl radical intermediates. Following an intramolecular transesterification, a variety of γ-lactone derivatives are readily accessed. Mechanistic investigations demonstrate the significant role of Hantzsch ester, which serves both as the electron and proton donor.