Configurationally Stable Biaryl Analogues of 4-(Dimethylamino) pyridine: A Novel Class of Chiral Nucleophilic Catalysts

AC Spivey, T Fekner, SE Spey…

文献索引：Spivey, Alan C.; Fekner, Tomasz; Spey, Sharon E.; Adams, Harry Journal of Organic Chemistry, 1999 , vol. 64, # 26 p. 9430 - 9443

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被引用次数: 103

摘要

A short synthetic approach toward a novel class of chiral nucleophilic catalysts, the dissymmetry of which stems from restricted rotation about an Ar-Ar bond, has been developed. The key steps of the synthesis include preparation of a nucleophilic 1-methyl-2- pyrrolino [3, 2-c] pyridine core 16 by ortho-lithiation and creation of the biaryl axes via Suzuki cross-coupling reactions. Comparative HPLC studies of racemization for configurationally ...