吡咯对N-酰基亚胺离子的区域和对映选择性催化环化反应。
Regio- and enantioselective catalytic cyclization of pyrroles onto N-acyliminium ions.
作者信息
Raheem Izzat T, Thiara Parvinder S, Jacobsen Eric N
机构信息
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA.
出版信息
Org Lett. 2008 Apr 17;10(8):1577-80. doi: 10.1021/ol800256j. Epub 2008 Mar 15.
PMID:18341346
Abstract
The regio- and enantioselective cyclization of pyrroles onto N-acyliminium ions generated in situ from hydroxylactams is reported. Modest to excellent ee's and yields are obtained in these novel Pictet-Spengler-type reactions with a chiral thiourea-pyrrole catalyst. Useful synthetic transformations of the versatile pyrroloindolizidinone and pyrroloquinolizidinone products are presented.
摘要
报道了吡咯与由羟基内酰胺原位生成的N-酰基亚胺离子的区域和对映选择性环化反应。在这些使用手性硫脲-吡咯催化剂的新型Pictet-Spengler型反应中，获得了中等至优异的对映体过量值和产率。展示了多功能吡咯并吲哚里西定酮和吡咯并喹诺里西定酮产物的有用合成转化。
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