Synthesis of optically active imidazolines, azapenams, dioxocyclams, and bis-dioxocyclams

被引:98
作者
Hsiao, Y [1 ]
Hegedus, LS [1 ]
机构
[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
关键词
D O I
10.1021/jo962343e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Optically active 4-methyl-4-carbomethoxy-Delta(2)-imidazoline was efficiently synthesized on a multigram scale. Photolysis with (methoxymethylcarbene)chromium complex produced the optically active azapenam in good yield and with high stereoselectivity. Acid-catalyzed dimerization followed by reduction produced the corresponding optically active dioxocyclam in good yield. Using a bis-carbene complex, an optically active bis-dioxocyclam was produced in excellent yield.
引用
收藏
页码:3586 / 3591
页数:6
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