The first example of the 1-chalcogene-substituted formylolefination of the ketones and aldehydes using 1-lithio-2-ethoxyvinyl chalcogenides

被引:20
|
作者
Yoshimatsu, M [1 ]
Oguri, K [1 ]
Ikeda, K [1 ]
Gotoh, S [1 ]
机构
[1] Gifu Univ, Fac Engn, Dept Chem, Gifu 50111, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 13期
关键词
D O I
10.1021/jo980487i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alpha-chalcogene-substituted formylolefinations of ketones and aldehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TMSOTf produce the alpha-chalcogenoformylolefinated products 4a-1 in high yields. Tandem-formylolefination provided the (2Z,4Z)-2,4-bis(chalcogeno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept-2, derivatives 7d and 8d, respectively.
引用
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页码:4475 / 4480
页数:6
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