SHORT SYNTHESES OF (+/-)-TETRAPONERINE-5 AND (+/-)-TETRAPONERINE-6 - THE STRUCTURES OF TETRAPONERINE-1 AND TETRAPONERINE-2, AND A REVISION OF THE STRUCTURES OF (+)-TETRAPONERINE-5 AND (+)-TETRAPONERINE-6

被引:28
作者
DEVIJVER, C [1 ]
MACOURS, P [1 ]
BRAEKMAN, JC [1 ]
DALOZE, D [1 ]
PASTEELS, JM [1 ]
机构
[1] FREE UNIV BRUSSELS,FAC SCI,ANIM & CELLULAR BIOL LAB,B-1050 BRUSSELS,BELGIUM
基金
澳大利亚研究理事会;
关键词
D O I
10.1016/0040-4020(95)00667-W
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structures and absolute configurations of (+)-tetraponerines-5 and -6 [(+)-T-5 and (+)-T-6], from the poison gland of the ant Tetraponera sp., were reassigned as 7 and 8, respectively, on the basis of extensive two-dimensional NMR and CD studies. These results led to structure proposals 9 for T-1 and 10 for T-2, the two minor alkaloids of the venom. The structures and relative configurations of T-5 and T-6 were subsequently confirmed by short stereoselective syntheses.
引用
收藏
页码:10913 / 10922
页数:10
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