2-HYDROXY-1,2,3-PROPANETRICARBOXYLIC ACID 2-METHYL ESTER, A NEW NATURAL PRODUCT FROM RHUS-PARVIFLORA - A SIMPLE ACHIRAL MOLECULE HAVING BOTH ENANTIOTOPIC AND DIASTEREOTOPIC HYDROGENS

Authors
TALAPATRA B BHAUMIK A TALAPATRA SK
Citation
B. Talapatra et al., 2-HYDROXY-1,2,3-PROPANETRICARBOXYLIC ACID 2-METHYL ESTER, A NEW NATURAL PRODUCT FROM RHUS-PARVIFLORA - A SIMPLE ACHIRAL MOLECULE HAVING BOTH ENANTIOTOPIC AND DIASTEREOTOPIC HYDROGENS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 32(12), 1993, pp. 1292-1294
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
32
Issue
12
Year of publication
1993
Pages
1292 - 1294
Database
ISI
SICI code
0376-4699(1993)32:12<1292:2A2EAN>2.0.ZU;2-I
Abstract
A new natural citric acid derivative identified as 2-hydroxy-1,2,3-pro panetricarboxylic acid 2-methyl ester (citric acid 2-methyl ester) (1) has been isolated from the fruits of Rhus parviflora. The structure h as been established from its H-1, C-13 NMR and mass spectral data and elemental analysis and also through tts dimethyl ester shown to be tri methyl citrate (2). Compounds 1 and 2 provide interesting examples of simple achiral molecules having three adjacent prochiral centres and t wo enantiotopic pairs of diastereotopic geminal hydrogens.