Asymmetric aza-Henry reaction of N-tosyl imine

被引：34

作者：

Gao, Feifeng ^{[1
]}

Zhu, Jiang ^{[1
]}

Tang, Yong ^{[1
]}

Deng, Minzhi ^{[1
]}

Qian, Changtao ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHIRALITY | 2006年 / 18卷 / 09期

关键词：

N-tosyl imines; diethylzinc; reduction; coordination; aza-Henry reaction; nitro-Mannich reaction;

D O I：

10.1002/chir.20315

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An efficient stereoselective aza-Henry reaction of N-tosyl imine, catalyzed by the coordination of diethylzinc with a chiral semi-aza-crown ligand, with moderate to high ee (up to 83%) is reported.

引用

页码：741 / 745

页数：5

共 41 条

[21] Enantioselective Aza-Henry reaction catalyzed by a bifunctional organocatalyst [J].

Okino, T ;

Nakamura, S ;

Furukawa, T ;

Takemoto, Y .

ORGANIC LETTERS, 2004, 6 (04) :625-627

[22] Yb(OiPr)3, a highly efficient catalyst for the nitro-Mannich reaction [J].

Qian, CT ;

Gao, FF ;

Chen, RF .

TETRAHEDRON LETTERS, 2001, 42 (28) :4673-4675

[23]

Shim JG, 2000, HETEROCYCLES, V52, P885

[24] A CONVENIENT INSITU PROCEDURE FOR EFFECTING INTERMOLECULAR AND INTRAMOLECULAR DIELS-ALDER REACTIONS OF N-SULFONYL IMINES [J].

SISKO, J ;

WEINREB, SM .

TETRAHEDRON LETTERS, 1989, 30 (23) :3037-3040

[25] Catalytic, asymmetric synthesis of β-lactams [J].

Taggi, AE ;

Hafez, AM ;

Wack, H ;

Young, B ;

Drury, WJ ;

Lectka, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (32) :7831-7832

[26]

Trost B.M., 2000, J AM CHEM SOC, V122, P003

[27] A direct catalytic enantioselective aldol reaction via a novel catalyst design [J].

Trost, BM ;

Ito, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (48) :12003-12004

[28] A direct catalytic asymmetric Mannich-type reaction to syn-amino alcohols [J].

Trost, BM ;

Terrell, LR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (02) :338-339

[29]

Trost BM, 2002, ANGEW CHEM INT EDIT, V41, P861, DOI 10.1002/1521-3773(20020301)41:5<861::AID-ANIE861>3.0.CO

[30]

2-V

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