Synthetic studies on the ceveratrum alkaloid skeleton

被引：8
作者：
Jones, K [1 ]
Newton, RF [1 ]
Yarnold, CJ [1 ]
机构：
[1] GLAXO WELLCOME,STEVENAGE SG1 2NY,HERTS,ENGLAND
来源：
TETRAHEDRON | 1996年 / 52卷 / 11期
关键词：
D O I：
10.1016/S0040-4020(96)00074-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1-(2-Cyclohexenyl-1-carbonyl)-piperidine-2-carboxaldehyde oxime (23) was prepared in 5 steps from pyridine-2-carboxaldehyde. Oxidation with NaOCl afforded the corresponding nitrile oxide which cyclized to give a 1:1 ratio of diastereomers 2a alpha,3,4,5,5a alpha,9,10,11 alpha,beta,11c alpha-decahydro-6H,8H-[1,2] benzisoxazolo [3,4-ab] quinolizin-6-one (24A) and 2a alpha,3,4,5,5a alpha,9,10,11a alpha,11c alpha-decahydro-6H,8H-[1,2] benzisoxazolo [3,4-ab] quinolizin-6-one (24B) in a best yield of 30%.
引用
收藏
页码：4133 / 4140
页数：8
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