. beta.-Tosylethylamine: A Useful Reagent for Preparation of N-Protected Amides, Carbamates, and Related Compounds. Application to Synthesis of. beta.-Lactams

…, RM Borzilleri, SM Weinreb

Index: DiPietro, Darren; Borzilleri, Robert M.; Weinreb, Steven M. Journal of Organic Chemistry, 1994 , vol. 59, # 20 p. 5856 - 5857

Full Text: HTML

Citation Number: 25

Abstract

Summary: Readily prepared P-tosylethylamine (3) can be used to synthesize N-tosylethyl (TSE)-protected amido compounds and P-lactams, which can be deprotected under mild conditions with potassium tert-butoxide. ... Relatively few generally useful nitrogen protecting groups are currently available for amides, carbamates, and related functiona1ity.l In this paper we demonstrate the utility of P-tosylethylamine (3) in the synthesis of various N-protected P-tosylethyl ...