Direct synthesis of bicyclic guanidines through unprecedented palladium(II) catalysed diamination with copper chloride as oxidant

被引：114

作者：

Hovelmann, Claas H. ^{[1
]}

Streuff, Jan ^{[1
]}

Brelot, Lydia ^{[1
]}

Muniz, Kilian ^{[1
]}

机构：

[1] Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 20期

关键词：

D O I：

10.1039/b719479j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium catalysed intramolecular guanidine transfer to alkenes can be accomplished with copper chloride as the oxidant to give bicyclic guanidines with complete selectivity and in high yields.

引用

页码：2334 / 2336

页数：3

共 34 条

[11] Oxidation of olefins by palladium(II). 16. A new palladium(II)-catalyzed asymmetric chlorohydrin synthesis [J].

Hamed, O ;

Henry, PM .

ORGANOMETALLICS, 1998, 17 (23) :5184-5189

[12]

HAMED O, 1980, PALLADIUM CATALYZED

[13]

Ishikawa T, 2002, CHEM-EUR J, V8, P553, DOI 10.1002/1521-3765(20020201)8:3<552::AID-CHEM552>3.0.CO

[14]

2-T

[15] Expanding the substrate scope for C-H amination reactions: Oxidative cyclization of urea and guanidine derivatives [J].

Kim, M ;

Mulcahy, JV ;

Espino, CG ;

Du Bois, J .

ORGANIC LETTERS, 2006, 8 (06) :1073-1076

[16] A novel highly regio- and diastereoselective haloamination of alkenes catalyzed by divalent palladium [J].

Lei, AW ;

Lu, XY ;

Liu, GS .

TETRAHEDRON LETTERS, 2004, 45 (08) :1785-1788

[17] Recent development of regio- and stereoselective aminohalogenation reaction of alkenes [J].

Li, Guigen ;

Kotti, S. R. S. Saibabu ;

Timmons, Cody .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (17) :2745-2758

[18] Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and SN2 C-O bond formation [J].

Liu, Guosheng ;

Stahl, Shannon S. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (22) :7179-7181

[19] Palladium(II)-catalysed intramolecular aminobromination and aminochlorination of olefins [J].

Manzoni, MR ;

Zabawa, TP ;

Kasi, D ;

Chemler, SR .

ORGANOMETALLICS, 2004, 23 (23) :5618-5621

[20] Intramolecular aminopalladation of alkenes as a key step to pyrrolidines and related heterocycles [J].

Minatti, Ana ;

Muniz, Kilian .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (07) :1142-1152

← 1 2 3 4 →