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

[11]

Leahy DK, 2005, MODERN RHODIUM-CATALYZED ORGANIC REACTIONS, P191, DOI 10.1002/3527604693.ch10

[12] Effects of catalyst activation and ligand steric properties on the enantioselective allylation of amines and phenoxides [J].

Leitner, A ;

Shu, CT ;

Hartwig, JF .

ORGANIC LETTERS, 2005, 7 (06) :1093-1096

[13] Editing the stereochemical elements in an iridium catalyst for enantioselective allylic amination [J].

Leitner, A ;

Shu, CT ;

Hartwig, JF .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (16) :5830-5833

[14] Regio- and enantioselective iridium-catalyzed allylic alkylation with in situ activated P,C-chelate complexes [J].

Lipowsky, G ;

Miller, N ;

Helmchen, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (35) :4595-4597

[15] Regio- and enantioselective iridium-catalysed allylic aminations and alkylations of dienyl esters [J].

Lipowsky, G ;

Helmchen, G .

CHEMICAL COMMUNICATIONS, 2004, (01) :116-117

[16] Regio- and enantioselective iridium-catalyzed intermolecular allylic etherification of achiral allylic carbonates with phenoxides [J].

López, F ;

Ohmura, T ;

Hartwig, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (12) :3426-3427

[17] Utility of the iridium complex of the pybox ligand in regio- and enantioselective allylic substitution [J].

Miyabe, H ;

Matsumura, A ;

Moriyama, K ;

Takemoto, Y .

ORGANIC LETTERS, 2004, 6 (24) :4631-4634

[18]

Pfaltz A., 1999, COMPREHENSIVE ASYMME, P833, DOI DOI 10.1021/CR0683515

[19] Kinetic study of various phosphoramidite ligands in the iridium-catalyzed allylic substitution [J].

Polet, D ;

Alexakis, A .

ORGANIC LETTERS, 2005, 7 (08) :1621-1624

[20]

ROBINSON JE, 2004, THESIS U DELAWARE

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