Asymmetric aldol reactions of isatins catalyzed by phthalimido-prolinamide. Issue 21 (1st December 2015)

• Record Type: Journal Article
• Authors: Kumar, Togapur Pavan; Manjula, Nemali; Katragunta, Kumar
• Is Part Of: Tetrahedron, asymmetry. Volume 26:Issue 21/22(2015)
• Page Start: 1281
• Page End: 1284
• Publication Date: 2015-12-01
• Subjects: Asymmetry (Chemistry) -- Periodicals; 547.005
• DOI: 10.1016/j.tetasy.2015.09.018
• Languages: English
• ISSNs: 0957-4166

Abstract

Graphical abstract: Abstract: Enantioselective aldol reactions of isatins with acetone using phthalimido-prolinamide organocatalyst1 are described. The protocol was effective under solvent free and additive free reaction conditions with 20 mol % of1 leading to the desired aldol products in good yields and with good enantioselectivities. Abstract : ( S )-3-Hydroxy-3-(2-oxopropyl)indolin-2-one: C11 H11 NO3 [ α ]D 20 = −24.1 ( c 1, CH3 OH) Source of chirality: asymmetric aldol reaction Absolute configuration: ( S )