Acid-mediated conversion of methylene-interrupted bisepoxides to tetrahydrofurans: A biomimetic transformation

被引:34
作者
Capon, RJ [1 ]
Barrow, RA [1 ]
机构
[1] Univ Melbourne, Sch Chem, Parkville, Vic 3052, Australia
关键词
D O I
10.1021/jo971147k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The acid-mediated transformation of syn and anti methylene interrupted cis,cis and cis,trans bisepoxides to tetrahydrofurans is high yielding, and demonstrates both regioselectivity and stereoselectivity. Trans,trans methylene interrupted bisepoxides do not yield tetrahydrofurans under the same conditions.
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页码:75 / 83
页数:9
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