Synthesis of cis-fused cyclopentenone-pyrrolidine scaffolds via sequential aza-Piancatelli and Conia-ene type reactions in one pot
摘要:
A novel diastereoselective one-pot protocol has been developed through sequential execution of an aza-Piancatelli rearrangement and a Conia-ene type reaction under Lewis acid catalysis.
cascade cyclization has been developed to streamline the synthesis of valuable multifunctionalized enantioenriched cyclopenta[f]pyrrolo[1,2-d][1,4]diazepinones bearing three contiguous stereocenters in high yields with excellent control of stereochemistry from a wide range of both readily available 2-furylcarbinols and (1H-pyrrol-1-yl)anilines, which represents the first asymmetric intramolecular conjugate
已经开发了手性布朗斯台德酸催化的高对映和非对映选择性级联环化反应,以简化合成有价值的多官能化对映体富集的环戊二烯[ f ]吡咯并[1,2- d ] [1,4]二氮杂吡啶酮的方法,该化合物高产率地具有三个连续的立体中心,且具有优异的收率。广泛地使用2-呋喃基甲醇和(1 H-吡咯-1-基)苯胺来控制立体化学,这代表了α,β-不饱和环酮与惰性N-取代吡咯的首次不对称分子内共轭加成作为第一个对映选择性氮杂-piancatelli重排/ Friedel-Crafts烷基化级联反应。