Patent ID: 8088923

Claim:
A method of synthesizing a lactam-fused beta-lactone, comprising reacting a carbonyl/carboxylic acid difunctionalized amide with an activating agent, a base and a nucleophilic promoter, wherein the carbonyl/carboxylic acid difunctionalized amide is further defined as a compound of formula (I) of (a) or a compound listed in (b), wherein (a) is as follows: (a) wherein: R 1 is selected from the group consisting of H, alkyl, alkenylalkyl, aryl, -alkyl-protected hydroxy, halo, amino, protected amine, aminocarbonyl, alkylamino and sulfonyl; R 2 is selected from the group consisting of H, alkyl, aryl, —OH and amine protecting group; R 3 , R 3 ′, R 4 , R 4 ′, and R 5 are each independently selected from the group consisting of H, alkyl, aryl and aralkyl; or R 3 and R 3 ′ together form a cycloalkyl; and n=1; and optical isomers thereof; and wherein (b) is as follows: wherein: R is H, alkyl, alkoxy, acyl, or protected hydroxy, R 2x is an amine protecting group, R B1 is a hydroxy protecting group, and R B2 is a hydroxy protecting group, and optical isomers thereof; to provide a lactam-fused beta-lactone.