Enantioselective nitroaldol (Henry) reaction using copper(II) complexes of (-)-sparteine

被引：114

作者：

Maheswaran, H. ^{[1
]}

Prasanth, K. Leon

Krishna, G. Gopi

Ravikumar, K.

Sridhar, B.

Kantam, M. Lakshmi

机构：

[1] Indian Inst Chem Technol, IPC Div, Hyderabad 500007, Andhra Pradesh, India

[2] Indian Inst Chem Technol, Xray Crystallog Ctr, Hyderabad, Andhra Pradesh, India

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 39期

关键词：

D O I：

10.1039/b610203d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The dichloro[(-)-sparteine-N,N'] copper(II) complex provides Henry adducts with high enantioselectivities ( 73 - 97% ee) in Henry reaction between nitromethane and various aldehydes.

引用

页码：4066 / 4068

页数：3

共 44 条

[1]

[Anonymous], 1987, COMPREHENSIVE COORDI

[2] SOME STEREOCHEMICAL ASPECTS OF BISQUINOLIZIDINE ALKALOIDS SPARTEINE TYPE [J].

BOCZON, W .

HETEROCYCLES, 1992, 33 (02) :1101-1128

[3]

Borowiak T, 1996, J MOL STRUCT, V374, P97, DOI 10.1016/0022-2860(95)09055-X

[4] METAL-COMPLEXES OF 3 SPARTEINE DIASTEREOISOMERS - PROPERTIES AND REACTIVITIES OF COPPER(II) DERIVATIVES [J].

BOSCHMANN, E ;

WEINSTOCK, LM ;

CARMACK, M .

INORGANIC CHEMISTRY, 1974, 13 (06) :1297-1300

[5] ARTIFICIAL ENZYMES [J].

BRESLOW, R .

SCIENCE, 1982, 218 (4572) :532-537

[6] New software for searching the Cambridge Structural Database and visualizing crystal structures [J].

Bruno, IJ ;

Cole, JC ;

Edgington, PR ;

Kessler, M ;

Macrae, CF ;

McCabe, P ;

Pearson, J ;

Taylor, R .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2002, 58 :389-397

[7] Nanocrystalline MgO for asymmetric Henry and Michael reactions [J].

Choudary, BM ;

Ranganath, KVS ;

Pal, U ;

Kantam, ML ;

Sreedhar, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (38) :13167-13171

[8] Copper-catalyzed enantioselective Henry reactions of α-keto esters:: An easy entry to optically active β-nitro-α-hydroxy esters and β-amino-α-hydroxy esters [J].

Christensen, C ;

Juhl, K ;

Hazell, RG ;

Jorgensen, KA .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (14) :4875-4881

[9] Asymmetric Henry reaction catalyzed by C2-symmetric tridentate bis(oxazoline) and bis(thiazoline) complexes:: Metal-controlled reversal of enantioselectivity [J].

Du, DM ;

Lu, SF ;

Fang, T ;

Xu, JX .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (09) :3712-3715

[10] A new copper acetate-bis(oxazoline)-catalyzed, enantioselective Henry reaction [J].

Evans, DA ;

Seidel, D ;

Rueping, M ;

Lam, HW ;

Shaw, JT ;

Downey, CW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (42) :12692-12693

← 1 2 3 4 5 →