Using O-pivaloyl protected D-galactopyranosylamine and D-arabinopyranosylamine, (S) or (R) configured α-substituted homoallylamines are synthesized with high diastereoselectivity by reaction of the corresponding aldimines with allyltributylstannane. Electrophile-induced endo-trig-cyclization of these N-glycosylhomoallylamines gave the 2-substituted pyrrolidines of high diastereomeric purity.
使用O-皮瓦洛伊保护的D-半乳糖胺和D-阿拉伯糖胺,通过相应的醛亚胺与丁基三丁基基锡烯基反应,高对映选择性地合成了(S)或(R)配置的α-取代的同烯基胺。这些N-糖基同烯基胺的亲电诱导的内三角环化反应产生了高对映纯度的2-取代吡咯烷。