Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica, Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain.
J Org Chem. 2010 Sep 17;75(18):6308-11. doi: 10.1021/jo101379u.
The combination of an aldehyde, an allylic bromide, and tert-butanesulfinamide in the presence of indium metal and titanium tetraethoxide allows straightforward access to homoallylamine derivatives in high yields and stereoselectivities. Moreover, the synthetic utility of the enantioenriched homoallylamine derived from n-decanal was illustrated in a concise synthesis of (+)-isosolenopsin. In this context, similar homoallylamines has been recently used by other groups in the synthesis of naturally occurring alkaloids.
在铟金属和钛四乙氧基存在的条件下,醛、烯丙基溴化物和叔丁基亚磺酰胺的组合可以高收率和立体选择性地直接得到偕胺衍生物。此外,从正癸醛衍生的对映体富集的偕胺在(+)-异索林opsin 的简洁合成中展示了其合成实用性。在这种情况下,其他小组最近在天然生物碱的合成中也使用了类似的偕胺。