(-)-quinic acid: configurational (stereochemical) descriptors

被引:41
作者
Eliel, EL [1 ]
Ramirez, MB [1 ]
机构
[1] UNIV AUTONOMA ESTADO MORELOS,CTR INVEST QUIM,CUERNAVACA 62210,MORELOS,MEXICO
关键词
D O I
10.1016/S0957-4166(97)00454-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The configurational descriptors at C(1) and C(4) of (-)-quinic acid are given incorrectly in at least four reference compendia. The stereogenic centers C(1) and C(4) as a pair are reflection invariant and are thus not chiral centers. The correct name, according to the 1982 amendment to the CIP system, is (1s(n), 3R, 4s(n), 5R)-tetrahydroxycyclohexanecarboxylic acid. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3551 / 3554
页数:4
相关论文
共 21 条
  • [11] C-13 AND H-1-NMR INVESTIGATIONS OF QUINIC ACID-DERIVATIVES - COMPLETE SPECTRAL ASSIGNMENT AND ELUCIDATION OF PREFERRED CONFORMATIONS
    FLORESPARRA, A
    GUTIERREZAVELLA, DM
    CONTRERAS, R
    KHUONGHUU, F
    [J]. MAGNETIC RESONANCE IN CHEMISTRY, 1989, 27 (06) : 544 - 555
  • [12] HANSON KR, 1962, J CHEM EDUC, V39, P419
  • [13] Hofmann F., 1790, Chem. Ann., V2, P314
  • [14] POLYPHENOLIC ACIDS OF LITHOSPERMUM-RUDERALE .2. C-13 NUCLEAR MAGNETIC-RESONANCE OF LITHOSPERMIC AND ROSMARINIC ACIDS
    KELLEY, CJ
    HARRUFF, RC
    CARMACK, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (03) : 449 - 455
  • [15] LUKENBACH R, 1983, BEILSTEINS HDB ORG S, V10, P2257
  • [16] STEREOISOMERISM AND LOCAL CHIRALITY
    MISLOW, K
    SIEGEL, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (11) : 3319 - 3328
  • [17] BASIC PRINCIPLES OF THE CIP-SYSTEM AND PROPOSALS FOR A REVISION
    PRELOG, V
    HELMCHEN, G
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (08): : 567 - 583
  • [18] SCHOLZBOTTCHER BM, 1991, LIEBIGS ANN CHEM, P1029
  • [19] Woskresensky A., 1838, ANN PHARM, V27, P257
  • [20] 1996, DICT ORGANIC COMPOUN, V6, P5577