通过使用手性π-烯丙基钯催化剂进行对映选择性N-烯丙基化反应催化不对称合成邻二胺衍生物。
Catalytic asymmetric synthesis of vicinal diamine derivatives through enantioselective N-allylation using chiral pi-allyl Pd-catalyst.
作者信息
Kitagawa Osamu, Yotsumoto Kanako, Kohriyama Mitsuteru, Dobashi Yasuo, Taguchi Takeo
机构信息
Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
出版信息
Org Lett. 2004 Sep 30;6(20):3605-7. doi: 10.1021/ol048498n.
[reaction: see text] N-monoallylation of meso-vicinal diamine bistrisylamides using a chiral pi-allyl-Pd catalyst proceeded in an enantioselective manner (up to 90% ee) to give desymmetrization products in good yields. The product was converted to the known sigma-receptor agonist in short steps. In addition, the present catalytic asymmetric N-allylation was applied to kinetic resolution of racemic-diamide.
[反应：见正文] 使用手性π-烯丙基钯催化剂对内消旋邻位二胺双三氟甲磺酰胺进行N-单烯丙基化反应，以对映选择性方式进行（对映体过量高达90%），以良好的产率得到去对称化产物。该产物可通过短步骤转化为已知的σ受体激动剂。此外，将目前的催化不对称N-烯丙基化应用于外消旋二酰胺的动力学拆分。
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