Stereoselective tandem synthesis of oxazolo-fused pyrroloquinolines from o-alkynylaldehydes via Ag(I)-catalyzed regioselective 5-exo-dig ring closure

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• 作者：Rajeev Ranjan Jha ; Trapti Aggarwal ; Akhilesh Kumar Verma ; ^{averma@acbr.du.ac.in" class="auth_mail}
• 关键词：Tandem cyclization ; Oxazole ; Pyrrolo-quinolines ; Stereoselective ; Silver
• 刊名：Tetrahedron Letters
• 出版年：16 April, 2014
• 年：2014
• 卷：55
• 期：16
• 页码：2603-2608
• 全文大小：2448 K

文摘

A tandem approach for the regio- and stereoselective synthesis of oxazolo-fused pyrroloquinolines 3a-l via the reaction of o-alkynylaldehydes 1a-i with chiral amino alcohols 2a-c under mild reaction conditions is described. The possible participation of the pyridine ring in the regioselective formation of 5-exo-dig cyclized products was supported by the controlled experiments. The structures and stereochemistry of the products were confirmed by NOESY and X-ray crystallographic studies.