SN2′ Substitutions of 1,3-Dichloropropenes with the Functionalized Copper-Zinc Reagents RCu(CN)ZnX
作者:Gu Chen Huai、Jennifer L. Gage、Stephen D. Barrett、Paul Knochel
DOI:10.1016/s0040-4039(00)98797-5
日期:1990.1
The addition of benzenesulfenyl (or benzeneselenyl) chlorides to propargylic chlorides affords regio- and stereospecifically (E)-1,3-dichloro-2-phenylsulfenyl (or phenylselenyl) propenes (2a-c). These new reagents were found to react with excellent SN2′ selectivity with the highly functionalized copper-zinc reagents RCu(CN)ZnX, affording polyfunctional vinylic-thioethers or -selenides of type 3. The
将苯硫基(或苯硒基)氯化物添加到炔丙基氯中,得到区域和立体特异性的(E)-1,3-二氯-2-苯基亚硫基(或苯基硒基)丙烯(2a-c)。发现这些新试剂与高度官能化的铜锌试剂RCu(CN)ZnX具有出色的S N 2'选择性,可提供3型多官能乙烯基硫醚或硒化物。3种化合物的酸性水解可提供良好的对称酮产量。