Total synthesis of (-)-dihydroprotolichesterenic acid via diastereoselective conjugate addition to chiral fumarates.

ABSTRACT: A diastereoselective conjugate addition of a variety of monoorganocuprates, Li[RCuI], to chiral fumarates to provide funtionalized succinates has been developed. The utility of this reaction is demonstrated in a concise total synthesis of (-)-dihydroprotolichesterenic acid that required only four steps and proceeded in an overall 31% yield.

SUBMITTER: Hethcox JC 

PROVIDER: S-EPMC3607549 | biostudies-literature | 2013 Apr

REPOSITORIES: biostudies-literature