Johansen Michael B, Kerr Michael A
Department of Chemistry, The University of Western Ontario, London, Ontario, Canada.
Org Lett. 2008 Aug 21;10(16):3497-500. doi: 10.1021/ol8012777. Epub 2008 Jul 11.
Pyrrolo[1,2- a]indoles are conveniently prepared from tetrahydro-1,2-oxazines, which in turn are generated through the reaction of nitrones with 1,1-cyclopropanediesters. The synthetic route proves to be highly diastereoselective and provides access to the core of the recently discovered pyrrolo[1,2- a]indole natural product yuremamine.
吡咯并[1,2 - a]吲哚可由四氢-1,2 -恶嗪方便地制备,而四氢-1,2 -恶嗪又是通过硝酮与1,1 -环丙烷二酯的反应生成的。该合成路线被证明具有高度的非对映选择性,并能合成最近发现的吡咯并[1,2 - a]吲哚天然产物育亨宾胺的核心结构。