Department of Chemistry, University of Rochester , Rochester, New York 14627-0216, United States.
Org Lett. 2017 Jan 20;19(2):340-343. doi: 10.1021/acs.orglett.6b03509. Epub 2017 Jan 5.
Conjugate addition of organometallic reagents to enones to form silyl enol ether products is a versatile method to difunctionalize activated olefins, but the organometallic reagents required can be limiting. The reductive cross-electrophile coupling of unhindered primary alkyl bromides with enones and chlorosilanes to form silyl enol ether products is catalyzed by a nickel-complexed ortho-brominated terpyridine ligand. The conditions are compatible with a variety of cyclic/acyclic enones and functional groups.
有机金属试剂与烯酮的共轭加成形成硅基烯醇醚产物是一种将活化烯烃双官能化的通用方法，但所需的有机金属试剂可能受到限制。无阻碍的伯烷基溴与烯酮和氯硅烷的还原交叉-电偶联反应在镍配合的邻位溴化三联吡啶配体的催化下形成硅基烯醇醚产物。这些条件与各种环状/非环状烯酮和官能团兼容。
