Lewis Acid Catalyzed Intramolecular Allylic Substitution of Bis(trichloroacetimidates): A Versatile Approach to Racemic Unsaturated Amino Acids

被引:18
作者
Grigorjeva, Liene [1 ]
Jirgensons, Aigars [1 ]
机构
[1] Latvian Inst Organ Synth, LV-1006 Riga, Latvia
关键词
Amino acids; Lewis acids; Cyclization; Diols; CYCLIZATION; HYDROAMINATION; ALKYNE; ESTERS;
D O I
10.1002/ejoc.201100060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lewis acid catalyzed cyclization of trichloroacetimidates derived from 1,4-butenediols and 1,5-butenediols was achieved to give 4-vinyl oxazolines and 4-vinyloxazines in good to excellent yields. The cyclization products were transformed to protected unsaturated alpha- and beta-amino acids, thus demonstrating the novel approach to access these important classes of compounds.
引用
收藏
页码:2421 / 2425
页数:5
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