Unusual triethylamine catalyzed rearrangement of bicyclic endoperoxides derived from substituted cycloheptatrienes

被引:31
作者
Sengul, ME [1 ]
Ceylan, Z [1 ]
Balci, M [1 ]
机构
[1] ATATURK UNIV,DEPT CHEM,FAC SCI,TR-25240 ERZURUM,TURKEY
关键词
D O I
10.1016/S0040-4020(97)00630-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Triethylamine catalysed rearrangement of the substituted bicyclic cycloheptatriene endoperoxides 9, 10, 12, 13, 20, 21, 22 and 30 underwent different reaction modes and resulted in the formation of ring contraction products in the case of 9, 10, 12 and 13, However, 20, 21, and 30 provided rearranged diketones 23, 24 and 32 almost in quantitative yield. The mechanism of these reactions was discussed. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:10401 / 10408
页数:8
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