Acyclic Control of Stereochemistry via a Reiterative (E or Z)-1-Propenyllithium-Derived Cuprate Opening of a Chiral Epoxide/Reepoxidation Sequence

Article abstract of DOI:10.1021/jo00254a014

The 1,3-relationship between syn hydroxyl and syn or anti methyl groups can be established in a homochiral fashion by using a regioselective (Z)- or (E)-propenyllithium-based cuprate opening of a chiral epoxide, followed by stereoselective reepoxidation.T