A new two-step four-component synthesis of highly functionalized cyclohexenols by sequential nickel-catalyzed couplings

被引:47
作者
Lozanov, M [1 ]
Montgomery, J [1 ]
机构
[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
关键词
D O I
10.1021/ja0175845
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new two-step procedure for the synthesis of cyclohexenols has been developed. A nickel-catalyzed three-component addition of an enal, alkyne, and acetylenic tin affords substituted hept-4-en-6-ynals. The products of this first step then undergo a second nickel-catalyzed reaction with organozincs or organoboranes to afford densely functionalized cyclohexenols. Variation in each of the four components is tolerated to provide access to a wide range of versatile building blocks. Copyright © 2002 American Chemical Society.
引用
收藏
页码:2106 / 2107
页数:2
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