Total synthesis of the putative structure of the lupin alkaloid plumerinine

被引:50
作者
Comins, DL [1 ]
Zheng, XL [1 ]
Goehring, RR [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
关键词
D O I
10.1021/ol025820q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled synthesis of quinolizidine 1, the reported structure of plumerinine, has been accomplished in 10 steps from 4-methoxypyridine. The key step is a highly facial selective intramolecular [2 + 2] photocycloaddition of a 2,3-dihydro-4-pyridone. The reported spectral data for plumerinine did not match that of our synthetic 1.
引用
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页码:1611 / 1613
页数:3
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