S. Khim, J. Nuss
Mar 5, 1999
Citations
0
Influential Citations
10
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 3,3-Diethoxy-N-sulfonyl and carbamoyl azetidin-2-ones undergo efficient ring-opening reaction with various amine nucleophiles. Subsequent acid hydrolysis of the ketal moiety generated α-keto amides in excellent overall yields. The naturally occurring serine protease inhibitor poststatin was synthesized using this ring-opening reaction as the key step.