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.

引用

页码：1635 / &