One-pot synthesis of cyclic enecarbamates from lactam carbamates

J Yu, V Truc, P Riebel, E Hierl, B Mudryk

Index: Yu, Jurong; Truc, Vu; Riebel, Peter; Hierl, Elizabeth; Mudryk, Boguslaw Tetrahedron Letters, 2005 , vol. 46, # 23 p. 4011 - 4013

Full Text: HTML

Citation Number: 33

Abstract

Cyclic enecarbamates 3, a class of deactivated enamines, are versatile intermediates for the synthesis of alkaloids and nitrogen-containing heterocycles. 1 and 2 Among the available methodologies for their preparation, the reduction of lactam carbamates 1, followed by dehydration of the ensuing lactamol 2 is the most straightforward approach (Scheme 1). 3, 4, 5 and 6 Recently, Correia and co-workers 7 developed a mild dehydration protocol, where 2 was dehydrated with TFAA ...