One-Pot Three-Component Highly Selective Synthesis of Homoallylboronates by Using Metal-Free Catalysis

被引：40

作者：

Ibrahem, Ismail ^{[1
]}

Breistein, Palle ^{[1
]}

Cordova, Armando ^{[1
,2
,3
]}

机构：

[1] Mid Sweden Univ, Dept Nat Sci Engn & Math, SE-85170 Sundsvall, Sweden

[2] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden

[3] Stockholm Univ, Berzelii Ctr EXSELENT, S-10691 Stockholm, Sweden

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 17期

关键词：

aldehydes; boron; conjugate addition; multicomponent reactions; organocatalysis; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; BORON CONJUGATE ADDITIONS; ASYMMETRIC BETA-BORATION; ENANTIOSELECTIVE HYDROBORATION; AMINO ALCOHOLS; BOND FORMATION; ESTERS; TERTIARY; DIBORON; SUBSTITUTION;

D O I：

10.1002/chem.201103572

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Metal-free selectivity: The first metal-free one-pot three-component highly chemo- and regioselective catalytic synthesis of homoallylboranes using simple N-heterocyclic carbenes (NHC) and amines is presented. The catalytic reaction between B 2(pin) 2, α,β-unsaturated aldehydes and 2-(triphenylphosphoranylidene)acetate esters proceeds through a catalytic metal-free β-boration/Wittig cascade sequence (see scheme). © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5175 / 5179

页数：5

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