HIGHLY SELECTIVE SYNTHESIS OF VITAMIN-A AND ITS DERIVATIVES - CRITICAL COMPARISON OF SOME KNOWN PALLADIUM-CATALYZED ALKENYL-ALKENYL COUPLING REACTIONS

被引:65
作者
NEGISHI, E
OWCZARCZYK, Z
机构
[1] Department of Chemistry, Purdue University, West Lafayette
关键词
D O I
10.1016/S0040-4039(00)93574-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Vitamin A has been synthesized cleanly and selectively with essentially complete control of stereo- and regiochemistry in four linear and six overall steps from beta-ionone and (E)-3-methyl-2-penten-4-yn-1-ol via Pd-catalyzed cross coupling of an alkenylzinc with an alkenyl iodide; the use of other metals, such as Al, Zr, Mg, B, Cu, and Sn, being inferior to that of Zn.
引用
收藏
页码:6683 / 6686
页数:4
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