Highly enantioselective iridium-catalysed allylic aminations with anionic N-nucleophiles

被引：69

作者：

Weihofen, R ^{[1
]}

Dahnz, A ^{[1
]}

Tverskoy, O ^{[1
]}

Helmchen, GN ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, D-69207 Heidelberg, Germany

来源：

CHEMICAL COMMUNICATIONS | 2005年 / 28期

关键词：

D O I：

10.1039/b505197e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Iridium-catalysed allylic substitutions with anionic N-nucleophiles were achieved with regioselectivity of up to 49:1 and enantiomeric excess of up to 98%.

引用

页码：3541 / 3543

页数：3

共 31 条

[1] Very efficient phosphoramidite ligand for asymmetric iridium-catalyzed allylic alkylation [J].

Alexakis, A ;

Polet, D .

ORGANIC LETTERS, 2004, 6 (20) :3529-3532

[2] Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; Ligand variation and non-linear effects [J].

Arnold, LA ;

Imbos, R ;

Mandoli, A ;

de Vries, AHM ;

Naasz, R ;

Feringa, BL .

TETRAHEDRON, 2000, 56 (18) :2865-2878

[3]

Bartels B, 2002, EUR J INORG CHEM, P2569

[4] Ir-catalysed allylic substitution: mechanistic aspects and asymmetric synthesis with phosphorus amidites as ligands [J].

Bartels, B ;

Helmchen, G .

CHEMICAL COMMUNICATIONS, 1999, (08) :741-742

[5]

Evans P Andrew, 2003, Chemtracts, V16, P567

[6] Enantiospecific synthesis of allylamines via the regioselective rhodium-catalyzed allylic amination reaction [J].

Evans, PA ;

Robinson, JE ;

Nelson, JD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (28) :6761-6762

[7] Phosphoramidites: Marvellous ligands in catalytic asymmetric conjugate addition [J].

Feringa, BL .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (06) :346-353

[8] Ns strategies: a highly versatile synthetic method for amines [J].

Kan, T ;

Fukuyama, T .

CHEMICAL COMMUNICATIONS, 2004, (04) :353-359

[9]

KING JF, 1991, CHEM SULPHONIC ACIDS, P252

[10]

KOCIENSKI PJ, 2005, PROTECTING GROUPS, P548

← 1 2 3 4 →