Synlett

Mild two-step conversion of primary amides to alcohols by reduction of acylimidodicarbonates with sodium borohydride

U Ragnarsson, L Grehn, LS Monteiro, HLS Maia

Index: Ragnarsson, Ulf; Grehn, Leif; Monteiro, Luis S.; Maia, Hernani L. S. Synlett, 2003 , # 15 p. 2386 - 2388

Full Text: HTML

Citation Number: 4

Abstract

Abstract Di-tert-butyl acylimidodicarbonates, prepared from primary amides with two equivalents of di-tert-butyl dicarbonate under catalysis by 4-dimethylaminopyridine, readily undergo selective reductive cleavage of their acyl CO-N bonds by NaBH 4 to provide the corresponding alcohols in high yields.