Tetrahedron letters

Remote stereocontrol using rotationally restricted amides:(1, 5)-asymmetric induction

J Clayden, M Darbyshire, JH Pink, N Westlund…

文献索引：Clayden, Jonathan; Darbyshire, Megan; Pink, Jennifer H.; Westlund, Neil; Wilson, Francis X. Tetrahedron Letters, 1997 , vol. 38, # 49 p. 8587 - 8590

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被引用次数: 18

摘要

The stereochemical influence of a rotationally restricted amide group extends widely across substituted aromatic amides. Stereogenic centres can be created with high levels of (1, 5)- stereocontrol when electrophiles are added to the enolates of 2-ketonaphthamides or to lithiated 2-alkylnaphthamides. Sequential double lateral lithiation of 2, 6-dialkylbenzamides can lead to compounds containing (1, 5) related stereogenic centres by a process of two- ...