Tetrahedron Letters

Efficient iodine catalyzed chemoselective synthesis of aminals—an access to N, N-acetals by the addition of lactams to N-acyl imines

G Ramachandran, KI Sathiyanarayanan

Index: Ramachandran, Gunasekar; Sathiyanarayanan, Kulathu I. Tetrahedron Letters, 2013 , vol. 54, # 49 p. 6758 - 6763

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Citation Number: 5

Abstract

Abstract A highly efficient protocol has been developed for the synthesis of aminals from γ- butyrolactam and benzaldehyde using iodine as Lewis acid catalyst. The attack of γ- butyrolactam nucleophile to intermediate N-acyliminium ion was more favorable, when aryl aldehyde bears the electron donating group (EDG). Iodine plays a key role in these reaction transformations. This current mild protocol is environmentally benign and cost-effective ...