Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones

被引：10

作者：

Nakamura, Y

Takeuchi, S

Okumura, K

Ohgo, Y

Matsuzawa, H

Mikami, K

机构：

[1] Niigata Univ Pharm & Appl Life Sci, Niigata 9502081, Japan

[2] Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(03)01539-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric reduction of a mixture of four fluorous ketone analogues was carried out with (R)-oxazaborolidine as a catalyst. The fluorous mixture products were resolved by a reverse phase HPLC with chiral beta-cyclodextrin column to result in good separation of the enantiomers. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：6221 / 6225

页数：5

共 18 条

[1]

Angelaud R, 2000, CHIRALITY, V12, P544, DOI 10.1002/(SICI)1520-636X(2000)12:5/6<544::AID-CHIR43>3.3.CO

[2]

2-1

[3]

BETRUCCI C, 1994, J CHROMATOGR A, V666, P535

[4] Fluorous synthesis with fewer fluorines (light fluorous synthesis): separation of tagged from untagged products by solid-phase extraction with fluorous reverse-phase silica gel [J].

Curran, DP ;

Luo, ZY .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (39) :9069-9072

[5]

Ding KL, 1999, ANGEW CHEM INT EDIT, V38, P497, DOI 10.1002/(SICI)1521-3773(19990215)38:4<497::AID-ANIE497>3.0.CO

[6]

2-G

[7] SIMULTANEOUS MONITORING OF LIGHT-ABSORPTION AND OPTICAL-ACTIVITY IN THE LIQUID-CHROMATOGRAPHY OF CHIRAL SUBSTANCES [J].

DRAKE, AF ;

GOULD, JM ;

MASON, SF .

JOURNAL OF CHROMATOGRAPHY, 1980, 202 (02) :239-245

[8] CHIROPTICAL DETECTION DURING LIQUID-CHROMATOGRAPHY .4. APPLICATIONS TO STEREOANALYSIS AND STEREODYNAMICS [J].

MANNSCHRECK, A .

CHIRALITY, 1992, 4 (03) :163-169

[9]

Matsuzawa H, 2002, SYNLETT, P1607

[10]

Mikami K, 2001, CHEM-EUR J, V7, P730, DOI 10.1002/1521-3765(20010202)7:3<730::AID-CHEM730>3.0.CO

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