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标题:A study of the tautomerism of 2- and 4-ethoxycarbonylthiolan-3-ones implicating stereochemical effects of ring-substitution
时间:2020-02-14 18:49:10
DOI:10.1016/S0040-4020(01)98968-9
作者:F Duus
关键词:Homogeneous immunoassay;immunoassay, homogeneous;enzyme immunoassay;immunoassay, enzyme;antigens;antibodies;ligand binding;separation-free enzyme immunoassay;substrate and prosthetic group labels
出版源: 《Tetrahedron》 ,1981 ,37 (15) :2633-2640
摘要:A series of 2- and 4-ethoxycarbonylthiolan-3-ones have been synthesized and studied by 1H NMR and IR spectroscopy. Under conditions of tautomeric equilibrium in tetrachloromethane solution the 4-ethoxycarbonylthiolan-3-ones are generally more enolized (40–74%) than the 2-ethoxycarbonylthiolan-3-ones (6–34%), and both series of compounds generally are less enolized than six-membered ring analogues. The extent of enolization of the title compounds is highly influenced by the nature and position of the ring-substitutents. Provable differencies in population of diastereomeric ketone forms related to the same, common enol forms are discussed in terms of stereochemical qualifications.
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