QUINAZOLINES .13. SYNTHESIS AND STEREOCHEMISTRY OF TRANS- AND CIS-DECAHYDROQUINAZOLINES

被引:41
作者
ARMAREGO, WL
KOBAYASH.T
机构
[1] Department of Medical Chemistry, John Curtin School of Medical Research, Australian National University, Canberra, ACT
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 12期
关键词
D O I
10.1039/j39690001635
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
trans-Decahydroquinazoline was obtained by stereoselective reduction of 5,6,7,8-tetrahydroquinazoline with sodium and ethanol. The stereoselectivity was confirmed by authentic syntheses of trans- and cis-decahydroquinazolines. The preferred conformations of these and their intermediates were deduced from their 1H n.m.r. spectra. The absolute configuration of (-)-trans-decahydroquinazoline was shown to be 4aR, 8aS.
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页码:1635 / &
相关论文
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