A borylcopper species generated from bis(pinacolato)diboron and its additions to α,β-unsaturated carbonyl compounds and terminal alkynes

被引:285
作者
Takahashi, K [1 ]
Ishiyama, T [1 ]
Miyaura, N [1 ]
机构
[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
关键词
diborons; copper halides; conjugate addition; alkynes;
D O I
10.1016/S0022-328X(00)00826-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The addition of bis(pinacolato)diboron [(Me2C2O2)B-B(O2C2Me4)] to alpha,beta -unsaturated carbonyl compounds giving beta -boryl carbonyl compounds and the addition to terminal alkynes yielding either 2-boryl-1-alkenes or 1-boryl-1-alkenes were carried out in DMF at room temperature in the presence of CuCl and AcOK. The transmetalation between diboron and [Cu(CI)OAc]K generating a borylcopper species was proposed as the key step in the reactions because CuOAc similarly mediated both addition reactions to enones and alkynes in the presence of LiCl. (C) 2001 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:47 / 53
页数:7
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