REACTIONS OF 2,6-DIARYL-3,7-DIOXABICYCLO[3.3.0]OCTANE LIGNANS

被引:8
作者
PELTER, A
WARD, RS
机构
[1] Chemistry Department, University of Swansea, Swansea, SA2 8PP, Singleton Park
关键词
D O I
10.3987/COM-93-S6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignans (furofurans) have been rationalised in terms of the production of stabilised carbocations. These may be produced by acid catalysed or oxidative reactions dependant on the constitution of the lignan substrate. The carbocations may then undergo rearrangements in the case of acid catalysed reactions or the rearrangement products may themselves be further oxidised. In the presence of triethylsilane the carbocations are reduced prior to rearrangement.
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页码:137 / 147
页数:11
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