SELECTIVE CARBON–CARBON BOND FORMING REACTIONS VIA<i>S</i>-ALLYL DITHIOCARBAMATES. REDUCTIVE DESULFURIZATION OF ALLYLIC DITHIOCARBAMATES
作者:Takeshi Nakai、Hiroyuki Shiono、Makoto Okawara
DOI:10.1246/cl.1975.249
日期:1975.3.5
A convenient method for the selective conversion of alkyl halides (R’X) to the olefins, R’CH=C(R)CH3, was established by α alkylation of the lithium salts of allylic dithiocarbamates (CH2=C(R)CH2SCSNMe2;R=H or Me) followed by reductive desulfurization of the α-coupled products with the specific Raney Ni. Dependence of regioselectivity in the reductive fission of the dithiocarbamate group upon both
通过烯丙基二硫代氨基甲酸锂盐 (CH2=C(R)CH2SCSNMe2) 的 α 烷基化,建立了一种将烷基卤 (R'X) 选择性转化为烯烃 R'CH=C(R)CH3 的简便方法。 R=H 或 Me),然后用特定的 Raney Ni 对 α-偶联产物进行还原脱硫。在一些细节中描述了二硫代氨基甲酸酯基团的还原裂变中区域选择性对底物和还原剂的依赖性。