830345-63-6Relevant articles and documents
Stereodivergent Olefination of Enantioenriched Boronic Esters
Armstrong, Roly J.,García-Ruiz, Cristina,Myers, Eddie L.,Aggarwal, Varinder K.
supporting information, p. 786 - 790 (2017/01/14)
A stereodivergent coupling reaction between vinyl halides and boronic esters is described. This coupling process proceeds without a transition-metal catalyst, instead proceeding by electrophilic selenation or iodination of a vinyl boronate complex followed by stereospecific syn or anti elimination. Chiral, nonracemic boronic esters could be coupled with complete enantiospecificity. The process enables the highly stereoselective synthesis of either the E or Z alkene from a single isomer of a vinyl coupling partner.