The Journal of organic chemistry

Stereoselective Alkylations of Chiral Nitro Imine and Nitro Hydrazone Dianions. Synthesis of Enantiomerically Enriched 3-Substituted 1-Nitrocyclohexenes†

SE Denmark*, JJ Ares

文献索引：Denmark, Scott E.; Ares, Jeffrey J. Journal of Organic Chemistry, 2008 , vol. 73, # 24 p. 9647 - 9656

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被引用次数: 6

摘要

Dianions of chiral nitro imines (generated by a combination of LDA and s-BuLi) underwent diastereoselective alkylation with methyl, butyl, isopropyl, allyl, and methallyl iodides. In contrast to the behavior of simple metalloenamines, the most selective auxiliary contained no coordinating groups but did possess a large steric difference between the two substituents. The yield and selectivity of the alkylations were improved by the addition of ...