CONCISE SYNTHETIC ROUTE TO BOTH ENANTIOMERIC FORMS OF 2,3,4,4A-TETRAHYDRO[1,3]DIOXOLO[4,5-J]PHENANTHRIDIN-6(5H)-ONE, THE TETRACYCLIC SKELETON ASSOCIATED WITH THE NARCISSUS ALKALOIDS LYCORICIDINE AND NARCICLASINE

被引:25
作者
BANWELL, MG [1 ]
COWDEN, CJ [1 ]
MACKAY, MF [1 ]
机构
[1] LA TROBE UNIV,DEPT CHEM,BUNDOORA,VIC 3083,AUSTRALIA
关键词
D O I
10.1039/c39940000061
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Both enantiomeric forms, (S)-4 and (R)-4, of the tetracyclic skeleton associated with the title alkaloids 1 and 2 have been prepared; the key step involved silver isocyanate-promoted ring-opening of gem-dibromocyclopropane 5 and trapping of the resulting allylic isocyanate (+/-)-6 with (-)-menthol.
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页码:61 / 62
页数:2
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