Bidirectional Iterative Approach to Sequence-Defined Unsaturated Oligoesters.

ABSTRACT: Herein, we describe the development of a new strategy for the synthesis of unsaturated oligoesters via sequential metal- and reagent-free insertion of vinyl sulfoxonium ylides into the O-H bond of carboxylic acid. Like two directional coupling of amino acids (N- to C-terminal and C- to N-terminal) in peptide synthesis, the present approach offers a strategy in both directions to synthesize oligoesters. The sequential addition of the vinyl sulfoxonium ylide to the carboxylic acids (acid iteration sequence) in one direction and the sequential addition of the carboxylic acids to the vinyl sulfoxonium ylide (ylide iteration sequence) in another direction yield (Z)-configured unsaturated oligoesters. To perform this iteration, we have developed a highly regioselective insertion of vinyl

SUBMITTER: Bhardwaj S 

PROVIDER: S-EPMC9875252 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature