Stereospecific synthesis of dienones via a torquoselective retro-nazarov reaction

被引:32
作者
Harmata, M [1 ]
Lee, DR [1 ]
Barnes, CL [1 ]
机构
[1] Univ Missouri, Dept Chem, Columbia, MO 65211 USA
关键词
D O I
10.1021/ol050657v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enol ethers are cleaved via a three-step sequence involving cycloaddition with dichloroketene, ring expansion with diazomethane, and a base-mediated retro-Nazarov reaction. The latter conrotatory process proceeds torquoselectively and stereospecifically in accord with theoretical predictions.
引用
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页码:1881 / 1883
页数:3
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