Organic letters

Azabicyclic amino acids by stereoselective dearomatizing cyclization of the enolates of N-nicotinoyl glycine derivatives

G Arnott, J Clayden, SD Hamilton

文献索引：Arnott, Gareth; Clayden, Jonathan; Hamilton, Stuart D. Organic Letters, 2006 , vol. 8, # 23 p. 5325 - 5328

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被引用次数: 40

摘要

On activation by pyridine N-acylation, enolates of N-nicotinoyl and N-isonicotinoyl glycine and alanine derivatives cyclize to yield 6, 5-azabicyclic or 6, 4-azaspirocyclic lactams. With an N-α-methyl-p-methoxybenzyl group the cyclization is diastereoselective; hydrogenation and deprotection yields azabicyclic amino acids in 94: 6 er.