STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED TETRAHYDROFURANS - IDENTIFICATION AND ANALYSIS BY PROTON NMR AND MNDO, MM2 CALCULATIONS

被引:14
|
作者
TARAKESHWAR, P [1 ]
IQBAL, J [1 ]
MANOGARAN, S [1 ]
机构
[1] INDIAN INST TECHNOL,DEPT CHEM,KANPUR 208016,UTTAR PRADESH,INDIA
关键词
D O I
10.1016/S0040-4020(01)80924-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methyl acetoacetate and terminal olefins react in the presence of cobalt(II) acetate and oxygen to give 5-alkyl-2-hydroxy-2-methyl-3-methoxycarbonyl tetrahydrofurans in a highly stereoselective manner. Proton NMR, semiempirical MNDO and empirical MM2 methods are used to identify the particular diastereomer and the energetics of the different isomers are discussed.
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页码:297 / 304
页数:8
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