Reactions of nucleophilic addition of alcohols to (-)-alpha-santonin

被引:0
作者
Merkhatuly, N. [1 ]
Balmagambetova, L. T. [2 ]
Smolenkov, U. U. [1 ]
Iskanderov, A. N. [1 ]
Omarova, A. T. [1 ]
机构
[1] Karaganda State Univ, Karaganda, Kazakhstan
[2] Karaganda Econ Univ Kazpotrebsoyuza, Karaganda, Kazakhstan
来源
BULLETIN OF THE UNIVERSITY OF KARAGANDA-CHEMISTRY | 2010年 / 60期
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中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of nucleophilic additions of methanol to the natural sesquiterpenoid gamma-lactone (-)-alpha-santonine in the conditions of acid and alkaline catalysis were studied. It was stated that reactions basically proceed on a carbonyl group of the lactone cycle of santonine with reesterification products formation. In this case there is initiated specific prototropic allylic rearrangement with participation of cross-conjugated cyclodienic system and oxy-group of an intermediate hydroxy-ester and leads to formation of practical valuable evdesmanic oxo-esters with high yields. The structure of the compounds synthesized was established on the base of IR, NMR H-1-spectra.
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页码:51 / 54
页数:4
相关论文
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[3]  
Merhatuly N., 2002, CHEM BIOL ACTIVITY S
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