Cross metathesis-mediated synthesis of hydroxamic acid derivatives.

ABSTRACT: An alternative synthesis of α,ß-unsaturated hydroxamates via cross metathesis between a class-I olefin and N-benzyloxyacrylamide is reported. The reaction proceeds better in the presence of Grubbs' second generation catalyst within short time and in good yields (57-85%) with a range of substrates. Subsequent hydrogenation of each of the CM products delivers the title compounds in moderate to very good yield (70-89%). An important demonstration of the protocol is the preparation of the unusual amino acid component of the bioactive cyclic peptide Chap-31.

SUBMITTER: Chattopadhyay SK 

PROVIDER: S-EPMC6317413 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature