Preparation and absolute configuration of (-)-(E)-α-trans-bergamotenone

被引:17
|
作者
Chapuis, C [1 ]
Barthe, M [1 ]
Muller, BL [1 ]
Schulte-Elte, KH [1 ]
机构
[1] Firmenich SA, Corp R&D Div, CH-1211 Geneva 8, Switzerland
关键词
D O I
10.1002/hlca.19980810114
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis, absolute configuration, and olfactive evaluation of (-)-(E)-alpha-trans-bergamotenone (=(-)-(1'S,6'R,E)-5-(2',6'-dimethylbicyclo[3.1.1]hept-2'-en-6'-yl)pent-3-en-2-one; (-)-1), as well as its homologue (-)-19 are reported. The previously arbitrarily attributed absolute configuration of 1 and of (-)-alpha-trans-bergamotene (=(-)-(1S,6R)-2,6-dimethyl-6-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-2-ene; (-)-2), together with those of the structurally related aldehydes (-)-3a,b and alcohols (-)-4a,b, have been rigorously assigned.
引用
收藏
页码:153 / 162
页数:10
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