Department of Chemistry, Columbia University, New York, New York 10027, USA.
Org Lett. 2011 Aug 5;13(15):4056-9. doi: 10.1021/ol201566u. Epub 2011 Jul 12.
A new two-step synthesis of highly substituted pyrrolidines has been developed. Chiral silane Lewis acid promoted enantioselective Mannich reactions of silyl ketene imines with acylhydrazones may be used to access bishomoallylic benzoic hydrazides that in turn may be cyclized to pyrrolidines by way of the thermal hydroamination reaction reported recently by Beauchemin. Importantly, excellent diastereoselectivity may be realized in the hydroamination reactions.
已经开发出一种新的两步合成高度取代的吡咯烷的方法。手性硅烷路易斯酸促进的硅烯酮亚胺与酰腙的对映选择性曼尼希反应可用于获得双同烯丙基苯甲酸酰肼，这些酰肼可以通过 Beauchemin 最近报道的热氢氨化反应环化成吡咯烷。重要的是，在氢氨化反应中可以实现优异的非对映选择性。
