Organic letters

Cyclization via Carbolithiation of α-Amino Alkyllithium Reagents

RJ Bahde, SD Rychnovsky

文献索引：Bahde, Robert J.; Rychnovsky, Scott D. Organic Letters, 2008 , vol. 10, # 18 p. 4017 - 4020

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被引用次数: 20

摘要

We report a new route to tertiary α-amino stereocenters by sequential alkylation of α-amino nitriles followed by reductive lithiation of the nitrile and cyclization onto an alkene. Reductive lithiation of α-amino nitriles using lithium 4, 4′-di-tert-butylbiphenylide (LiDBB) and subsequent intramolecular carbolithiation proceeded with modest to high diastereoselectivity to deliver cyclic or spirocyclic ring systems. The stereoselectivity of ...