Tetrahedron letters

Anodic cyanation of C-4 hydroxylated piperidines: total synthesis of (±)-alkaloid 241D

N Girard, JP Hurvois

文献索引：Girard, Nicolas; Hurvois, Jean-Pierre Tetrahedron Letters, 2007 , vol. 48, # 23 p. 4097 - 4099

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被引用次数: 23

摘要

A stereospecific synthesis of dendrobates (±)-alkaloid 241D is described. Key steps in this approach involved the stepwise electrochemical synthesis of C-4 substituted α-aminonitriles and their alkylation with iodomethane and 1-bromononane, respectively. The N-aryl group was removed in the last step through a Birch dearomatization followed by the hydrolysis of the intermediate dienamines.