REGIOSELECTIVE AND STEREOSELECTIVE SAMARIUM DIIODIDE-PROMOTED INTERMOLECULAR COUPLING BETWEEN VINYLOXIRANES AND KETONES - SYNTHESIS OF 2-ALKEN-1,5-DIOLS

被引:19
作者
AURRECOECHEA, JM
IZTUETA, E
机构
[1] Departamento de Química Orgánica, Facultad de Ciencias, Universidad del Pafs Vasco, 48080 Bilbao
关键词
D O I
10.1016/0040-4039(95)01416-F
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reduction of vinyloxiranes with SmI2-HMPA at low temperatures in the presence of ketones results in the efficient formation of 2-alken-1,5,diols with predominant or exclusive (E) configuration. In the absence of HMPA higher temperatures are needed for the coupling and the regioisomeric 1,3-diols are also obtained.
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页码:7129 / 7132
页数:4
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