The reactivity of drimane unsaturated dialdehydes towards nucleophiles

被引:12
作者
Jonassohn, M [1 ]
Davidsson, R [1 ]
Kahnberg, P [1 ]
Sterner, O [1 ]
机构
[1] LUND UNIV, DEPT ORGAN CHEM 2, S-22100 LUND, SWEDEN
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4020(96)00966-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactivity of the potent antifeedants and antibiotics (-)-polygodial (1) and (-)-warburganal (3) [prepared from (-)-1] towards amino acids and triacetic acid lactone (5) was compared to that of their C-9 epimers 2 and 4 [both prepared from (-)-1]. Polygodial (1) reacts approximately 10 times faster than warburganal (3), which in turn is more reactive that the two epimers. The isolation and characterisation of adducts formed with 5 show that these drimanes react in a similar way as other bioactive sesquiterpenoid unsaturated dialdehydes. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:237 / 244
页数:8
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