Recent developments in asymmetric catalytic addition to C=N bonds

被引：418

作者：

Friestad, Gregory K. ^{[1
]}

Mathies, Alex K. ^{[1
]}

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

来源：

TETRAHEDRON | 2007年 / 63卷 / 12期

基金：

日本学术振兴会;

关键词：

MANNICH-TYPE REACTIONS; ENANTIOSELECTIVE DIETHYLZINC ADDITION; ALPHA-AMINO-ACIDS; HIGHLY STEREOSELECTIVE-SYNTHESIS; AZA-DARZENS REACTION; CHIRAL N-ACYLHYDRAZONES; REISSERT-TYPE REACTION; C-H BONDS; NEUTRAL COORDINATE-ORGANOCATALYSTS; OPTICALLY-ACTIVE HOMOALLYLAMINES;

D O I：

10.1016/j.tet.2006.11.076

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methods for enantioselective C-C bond constructions via additions to imines and related compounds are reviewed, with an emphasis on the most recent efforts involving asymmetric catalysis. Selected seminal examples are provided in order to place the recent developments in context. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2541 / 2569

页数：29

共 317 条

[1] Highly diastereoselective aziridination of imines with trimethylsilyldiazomethane.: Subsequent silyl substitution with electrophiles, ring opening, and metalation of C-silylaziridines -: A cornucopia of highly selective transformations
Aggarwal, VK
Alonso, E
Ferrara, M
Spey, SE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (07) : 2335 - 2344
[2] Additions of stabilised and semi-stabilised sulfur ylides to tosyl protected imines: Are they under kinetic or thermodynamic control?
Aggarwal, VK
Charmant, JPH
Ciampi, C
Hornby, JM
O'Brien, CJ
Hynd, G
Parsons, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (23): : 3159 - 3166
[3] Scope and limitations in sulfur ylide mediated catalytic asymmetric aziridination of imines: use of phenyldiazomethane, diazoesters and diazoacetamides
Aggarwal, VK
Ferrara, M
O'Brien, CJ
Thompson, A
Jones, RVH
Fieldhouse, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (14): : 1635 - 1643
[4] Aggarwal VK, 2001, ANGEW CHEM INT EDIT, V40, P1433, DOI 10.1002/1521-3773(20010417)40:8<1433::AID-ANIE1433>3.0.CO
[5] 2-E
[6] Novel catalytic and asymmetric process for aziridination mediated by sulfur ylides
Aggarwal, VK
Thompson, A
Jones, RVH
Standen, MCH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (24) : 8368 - 8369
[7] Enantioselective Mannich-type reaction catalyzed by a chiral Bronsted acid
Akiyama, T
Itoh, J
Yokota, K
Fuchibe, K
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (12) : 1566 - 1568
[8] Recent progress in chiral Bronsted acid catalysis
Akiyama, Takahiko
Itoh, Junji
Fuchibe, Kohei
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (09) : 999 - 1010
[9] Asymmetric synthesis of acyclic amines through Zr- and Hf-catalyzed enantioselective alkylzinc reagents to Imines
Akullian, LC
Porter, JR
Traverse, JE
Snapper, ML
Hoveyda, AH
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (2-3) : 417 - 425
[10] Alvaro G, 2002, SYNLETT, P651

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