Читать книгу Catalytic Asymmetric Synthesis - Группа авторов - Страница 34

MacMillan reported the domino Diels‐Alder reaction/β‐elimination of methyl selenide/aza‐Michael reaction to afford a spiroindoline intermediate (Eq. 1.34). The first Diels‐Alder reaction and the third aza‐Michael reaction were catalyzed by the same MacMillan’s catalyst via an iminium ion as an intermediate, and an excellent enantioselectivity was obtained. From the intermediate, (‐)‐strychnine, (‐)‐akuamicine, (+)‐aspidospermidine, (+)‐vincadifformine, (‐)‐kopsinine, and (‐)‐kopsanone were synthesized efficiently [62].

(1.34)