Fused cyclic ether formations from bromo-diepoxides by AgOTf-promoted successive ring expansion reactions

被引:25
作者
Hayashi, N [1 ]
Fujiwara, K [1 ]
Murai, A [1 ]
机构
[1] HOKKAIDO UNIV,GRAD SCH SCI,DIV CHEM,SAPPORO,HOKKAIDO 060,JAPAN
关键词
D O I
10.1016/0040-4039(96)01340-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The one-pot successive ring expansion reactions of 1-bromo-9-tert-butyldiphenylsilyloxy-4,5,7,8-diepoxynonanes promoted by AgOTf were investigated. The syn-trans-derivative was treated with AgOTf in dry CH2Cl2 to give the cis-fused perhydrotriflyloxypyranopyran as the major product. On the other hand, the corresonding anti-trans-isomer was transformed into the cis-fused perhydrotrifyloxypyranofuran under the same conditions. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:6173 / 6176
页数:4
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