Bis(alk-4-enyl)zink-verbindungen durch addition von alk-2-enylzink an olefine
作者:Herbert Lehmkuhl、Ingo Döring、Hans Nehl
DOI:10.1016/s0022-328x(00)89045-2
日期:1981.12
The dialk-2-enylzinc compounds I–IV add to ethylene, oct-1-ene and 3,3-dimethylcyclopropene to give the corresponding di-alk-4-enylzinc compounds VI–IX (88–98% yield), XV and XVI (90–94% yield), XVII (7%) and XXIIIa–XXVIa (91–98% yield). Additions to XIII are regioselective with Zn → C(1) while stereoselective cis-addition to XXII is observed.
Treatment of alkyl halides, including tertiary alkyl bromides, with benzylic or allylic Grignard reagent in the presence of a catalytic amount of silver nitrate in ether yielded the corresponding cross-coupling products in high yields. The coupling reactions of tertiary alkyl halides provide efficient access to quaternary carbon centers.