Nickel-Catalysed Bis-Allylation of Activated Nucleophiles with Allyl Alcohol

被引：30

作者：

Blieck, Remi ^{[1
]}

Azizi, Mohamed Salah ^{[1
]}

Mifleur, Alexis ^{[1
]}

Roger, Maxime ^{[1
]}

Persyn, Clement ^{[1
]}

Sauthier, Mathieu ^{[1
]}

Bonin, Helene ^{[1
]}

机构：

[1] Univ Lille, Univ Artois, CNRS, Cent Lille,ENSCL,UCCS,UMR 8181, F-59000 Lille, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 06期

关键词：

Homogeneous catalysis; Nickel; Allylation; Allylic compounds; Alcohols; Soft nucleophiles; PALLADIUM COMPLEXES; METHYLENE-COMPOUNDS; C-O; ALKYLATION; EFFICIENT; SUBSTITUTION; CARBONYLATION; AMINATION; LIGAND; OXIDE;

D O I：

10.1002/ejoc.201501556

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nickel-based catalysis allows the efficient bis-allylation of soft nucleophiles with allylic alcohols. The reaction is best promoted by a combination of Ni(cod)(2) (cod = cyclooctadienyl) and diphenylphosphinobutane under additive-free conditions. Alternatively, nickel(II) precursors can be used provided that a reductant is used to generate the nickel(0) species. The NiCl2/Zn combination is particularly simple, and can advantageously replace the use of the more air-sensitive Ni(cod)(2) precursor. The scope of the reaction was studied with nucleophiles and allylic derivatives suitable for bis-allylation reactions.

引用

页码：1194 / 1198

页数：5

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