KINETIC RESOLUTION OF RACEMIC CARBOXYLIC-ACIDS AND ALCOHOLS WITH HOMOCHIRAL ALCOHOLS AND CARBOXYLIC-ACIDS, RESPECTIVELY, AND THE MUKAIYAMA OR PALOMO REAGENTS

被引:30
|
作者
MAZON, A
NAJERA, C
YUS, M
HEUMANN, A
机构
[1] UNIV ALICANTE,DEPT QUIM ORGAN,APDO 99,E-03080 ALICANTE,SPAIN
[2] UNIV AIX MARSEILLE,CTR ST JEROME,ENSSPICAM,URA 1410,F-13013 MARSEILLE,FRANCE
关键词
D O I
10.1016/0957-4166(92)80022-O
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Mukaiyama and Palomo reagents have been used for the kinetic resolution of racemic carboxylic acids or alcohols with homochiral alcohols or carboxylic acids, respectively, in the presence of triethylamine. Thus, enantiomerically enriched carboxylic acids (e.e.<68%), alcohols (e.e.<41%) or diastereoisomerically enriched esters (d.e.<84%) are obtained.
引用
下载
收藏
页码:1455 / 1466
页数:12
相关论文
共 50 条
  • [1] KINETIC RESOLUTION OF RACEMIC CARBOXYLIC-ACIDS WITH HOMOCHIRAL ALCOHOLS AND DICYCLOHEXYLCARBODIIMIDE
    CHINCHILLA, R
    NAJERA, C
    YUS, M
    HEUMANN, A
    TETRAHEDRON-ASYMMETRY, 1991, 2 (02) : 101 - 104
  • [2] KINETIC RESOLUTION OF RACEMIC ALCOHOLS WITH CHIRAL CARBOXYLIC-ACIDS AND DICYCLOHEXYLCARBODIIMIDE
    CHINCHILLA, R
    NAJERA, C
    YUS, M
    HEUMANN, A
    TETRAHEDRON-ASYMMETRY, 1990, 1 (12) : 851 - 854
  • [3] CHROMATOGRAPHIC RESOLUTION OF RACEMIC AMINES, CARBOXYLIC-ACIDS, AND ALCOHOLS BY A NEW HOMOCHIRAL REAGENT DERIVED FROM ENDO-BORNEOL
    BANKS, MR
    CADOGAN, JIG
    DAWSON, IM
    GOSNEY, I
    GRANT, KJ
    GAUR, S
    HODGSON, PKG
    STEVENSON, DE
    CHROMATOGRAPHIA, 1992, 34 (1-2) : 48 - 50
  • [4] WHY ARE CARBOXYLIC-ACIDS AND PHENOLS STRONGER ACIDS THAN ALCOHOLS
    EXNER, O
    JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08): : 1810 - 1812
  • [5] RETARDATION OF AUTOXIDATION IN PRESENCE OF WATER, ALCOHOLS AND CARBOXYLIC-ACIDS
    UKEGAWA, K
    KAMIYA, Y
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (06) : 1632 - 1637
  • [6] REACTION OF PHOSPHORYLATED ALKYLVINYL ETHERS WITH CARBOXYLIC-ACIDS AND ALCOHOLS
    RAZUMOV, AI
    GUREVICH, PA
    BAIGILDI.SY
    ZHURNAL OBSHCHEI KHIMII, 1974, 44 (02): : 458 - 459
  • [7] HYDROQUINONE ELECTROCHEMISTRY - PROTECTION AND ACTIVATION OF CARBOXYLIC-ACIDS AND ALCOHOLS
    JOHNSON, RW
    BEDNARSKY, MD
    MACPHERSON, LJ
    NUGENT, T
    OLEARY, BF
    JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1980, 127 (03) : C126 - C126
  • [8] ACIDITIES OF ALCOHOLS AND CARBOXYLIC-ACIDS - EFFECT OF ELECTRON CORRELATION
    JI, D
    THOMAS, TD
    JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (16): : 4301 - 4303
  • [9] REACTIONS OF BIPHENYL CARBOXYLIC-ACIDS AND NAPHTHOIC ACIDS WITH DIAZODIPHENYLMETHANE IN VARIOUS ALCOHOLS
    ANANTHAKRISHNANADAR, P
    KANNAN, N
    THARUMARAJ, GV
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1980, 19 (07): : 621 - 622
  • [10] A USEFUL METHOD FOR THE PREPARATION OF CARBOXYLIC ESTERS FROM FREE CARBOXYLIC-ACIDS AND ALCOHOLS
    SHIINA, I
    MIYOSHI, S
    MIYASHITA, M
    MUKAIYAMA, T
    CHEMISTRY LETTERS, 1994, (03) : 515 - 518