Preparation and use of (S)-O-acetyllactyl chloride (Mosandl's reagent) as a chiral derivatizing agent

被引：9
作者：
Buisson, D [1 ]
Azerad, R [1 ]
机构：
[1] Univ Paris 05, Chim & Biochim Pharmacol & Toxicol Lab, UMR 8601, F-75270 Paris 06, France
来源：
TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 15期
关键词：
D O I：
10.1016/S0957-4166(99)00285-2
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
(S)-O-Acetyllactyl chloride is used as a versatile chiral derivatizing agent for the chromatographic determination of the enantiomeric excesses of alcohols or amines. However, some precautions must be taken to avoid its racemization during preparation and use. In addition, the racemic counterpart of this reagent can be used to determine the best analytical separation conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2997 / 3002
页数：6
相关论文
共 26 条
  • [1] Selective synthesis of 1-, and 3-carbomethoxy 2-tetralol stereoisomers by microbial reduction of the corresponding tetralones
    Abalain, C
    Buisson, D
    Azerad, R
    [J]. TETRAHEDRON-ASYMMETRY, 1996, 7 (10) : 2983 - 2996
  • [2] A chemoenzymatic approach to the taxoid BC-substructure
    Arseniyadis, S
    Yashunsky, DV
    Dorado, MM
    Alves, RB
    Wang, QA
    Potier, P
    Toupet, L
    [J]. TETRAHEDRON, 1996, 52 (17) : 6215 - 6232
  • [3] Desilylative elimination of the quinazolinone ring from 1-(4-oxoquinazolin-3-yl)-2-silylaziridines; Preparation of an N-H aziridine in high enantiomeric excess by in situ nucleophilic addition to the derived azirine
    Atkinson, RS
    Coogan, MP
    Lochrie, IST
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (06): : 897 - 900
  • [4] AZERAD R, 1993, Patent No. 9300529
  • [5] A NOVEL SYNTHESIS OF K-13
    BEUGELMANS, R
    BIGOT, A
    ZHU, JP
    [J]. TETRAHEDRON LETTERS, 1994, 35 (40) : 7391 - 7394
  • [6] THE CONDENSATION REACTION BETWEEN ISOCYANATES AND CARBOXYLIC-ACIDS - A PRACTICAL SYNTHESIS OF SUBSTITUTED AMIDES AND ANILIDES
    BLAGBROUGH, IS
    MACKENZIE, NE
    ORTIZ, C
    SCOTT, AI
    [J]. TETRAHEDRON LETTERS, 1986, 27 (11) : 1251 - 1254
  • [7] Buisson D., 1992, Biocatalysis, V5, P249, DOI 10.3109/10242429209014871
  • [8] STEREOCONTROLLED REDUCTION OF BETA-KETOESTERS BY GEOTRICHUM-CANDIDUM - PREPARATION OF D-3-HYDROXYALKANOATES
    BUISSON, D
    AZERAD, R
    SANNER, C
    LARCHEVEQUE, M
    [J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (10) : 987 - 988
  • [9] MICROBIAL REDUCTION OF 1-TETRALONE 2-CARBOXYESTERS AS A SOURCE OF NEW ASYMMETRIC SYNTHONS
    BUISSON, D
    CECCHI, R
    LAFFITTE, JA
    GUZZI, U
    AZERAD, R
    [J]. TETRAHEDRON LETTERS, 1994, 35 (19) : 3091 - 3094
  • [10] CONVENIENT CHEMICAL RESOLUTION OF A BICYCLIC HYDROXYLACTONE OF SYNTHETIC INTEREST
    BURLINA, F
    CLIVIO, P
    FOURREY, JL
    RICHE, C
    THOMAS, M
    [J]. TETRAHEDRON LETTERS, 1994, 35 (44) : 8151 - 8152
123