TY - JOUR AU - Xue, Weichao; Oestreich, Martin TI - Silicon Grignard Reagents as Nucleophiles in Transition-Metal-Catalyzed Allylic Substitution SN - 0039-7881 SN - 1437-210X PY - 2019 JO - Synthesis JF - Synthesis LA - EN VL - 51 IS - 01 SP - 233 EP - 239 ET - 2018/10/22 DA - 2018/12/13 KW - allylic substitution KW - copper KW - Grignard reagents KW - silicon AB - A broad range of transition-metal catalysts is shown to promote allylic substitution reactions of allylic electrophiles with silicon Grignard reagents. The procedure was further elaborated for CuI as catalyst. The regioselectively is independent of the leaving group for primary allylic precursors, favoring α over γ. The stereochemical course of this allylic transposition was probed with a cyclic system, and anti-dia­stereoselectivity was obtained. PB - © Georg Thieme Verlag DO - 10.1055/s-0037-1610309 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0037-1610309 ER -