Preparation of primary amines and 2-azetidinones via N-(trimethylsilyl) imines

…, K Kanai, DG Thomas, TK Yang

文献索引：Hart, David J.; Kanai, Ken-ichi; Thomas, Dudley G.; Yang, Teng-Kuei Journal of Organic Chemistry, 1983 , vol. 48, # 3 p. 289 - 294

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被引用次数: 188

摘要

Nonenolizable aldehydes react with lithium bis (trimethyLsily1) amide at ambient temperatures to afford solutions of N-trimethylsilyl aldimines. Treatment of these solutions with Grignard reagents or alkyllithiums followed by an aqueous workup gives primary amines in moderate to excellent yields. Treatment of N-trimethylsilyl aldimiies with ester enolates provides an expedient route to 1-unsubstituted 2-azetidinones.