Stereochemistry of intramolecular amidoalkylation reactions in the synthesis of polycyclic isoquinoline derivatives

…, DF McComsey, BA Duhl-Emswiler

文献索引：Maryanoff, Bruce E.; McComsey, David F.; Duhl-Emswiler, Barbara A. Journal of Organic Chemistry, 1983 , vol. 48, p. 5062 - 5074

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被引用次数: 77

摘要

N-Acyliminium cyclizations onto benzenoid rings to give tetrahydroisoquinoline ring systems were studied. Particular attention was paid to the stereochemical effect of substituents present on the isoquinoline ring. High stereoselectivity (290%) was observed with aryl Substituents at (local) 4 and 3 positions of the isoquinoline ring (eg, 2-3 and 30-31). In addition to cyclizations onto benzenoid rings, some cyclizations onto heterocycles (pyrrole ...