6-chloro-2,4-dinitrophenylhydrazine as a useful crystalline agent for the determination of absolute configuration

被引：5

作者：

Kawai, Y ^{[1
]}

Hayashi, M ^{[1
]}

Tokitoh, N ^{[1
]}

机构：

[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 03期

关键词：

phenylhydrazine; chiral ketones; X-ray crystallography; absolute configuration;

D O I：

10.1016/S0040-4039(01)02159-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For the determination of absolute configuration, we designed and synthesized some hydrazines as crystalline auxiliaries having a heavy atom, and found that 6-chloro-2,4-dinitrophenylhydrazine is a useful crystalline agent for chiral carbonyl compounds. The absolute configurations of chiral hydrazones prepared from the hydrazine and chiral ketones were determined by X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：465 / 467

页数：3

相关论文

共 15 条

[1] On 2.4-dinitro-5-chlorine-phenylhydrazine and 2.4-dinitro-1.5-dihydrazino-benzene. [J].

Borsche, W .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1921, 54 :669-684

[2] ON ENANTIOMORPH-POLARITY ESTIMATION [J].

FLACK, HD .

ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (NOV) :876-881

[3] ENANTIOFACIAL PROTONATION BY CATALYTIC ANTIBODIES [J].

FUJII, I ;

LERNER, RA ;

JANDA, KD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8528-8529

[4] Asymmetric hydrolysis of enol esters with two esterases from Marchantia polymorpha [J].

Hirata, T ;

Shimoda, K ;

Kawano, T .

TETRAHEDRON-ASYMMETRY, 2000, 11 (05) :1063-1066

[5] The diazotisation of aromatic nitro-amines and the prevention of diaryl formation in the Sandmeyer reaction [J].

Hodgson, HH ;

Walker, J .

JOURNAL OF THE CHEMICAL SOCIETY, 1933, :1620-1621

[6] BIOLOGICAL RESOLUTION OF RACEMIC 2-OXAZOLIDINONES .3. SYNTHESIS OF (S)-BETA-BLOCKERS FROM (S)-5-HYDROXYMETHYL-3-TERT-BUTYL-2-OXAZOLIDINONE OR (S)-5-HYDROXYMETHYL-3-ISOPROPYL-2-OXAZOLIDINONE [J].

KAN, K ;

MIYAMA, A ;

HAMAGUCHI, S ;

OHASHI, T ;

WATANABE, K .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1985, 49 (01) :207-210

[7] ASYMMETRIC REDUCTION OF ALPHA,BETA-UNSATURATED KETONES WITH BAKERS-YEAST [J].

KAWAI, Y ;

SAITOU, K ;

HIDA, K ;

OHNO, A .

TETRAHEDRON-ASYMMETRY, 1995, 6 (09) :2143-2144

[8] Stereochemical control in microbial reduction .28. Asymmetric reduction of alpha,beta-unsaturated ketones with bakers' yeast [J].

Kawai, Y ;

Saitou, K ;

Hida, K ;

Dao, DH ;

Ohno, A .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1996, 69 (09) :2633-2638

[9] Asymmetric reduction of α,β-unsaturated ketones with a carbon-carbon double-bond reductase from baker's yeast [J].

Kawai, Y ;

Hayashi, M ;

Inaba, Y ;

Saitou, K ;

Ohno, A .

TETRAHEDRON LETTERS, 1998, 39 (29) :5225-5228

[10]

KAWAI Y, IN PRESS TETRAHEDRON