STEREOCHEMISTRY OF OXIDATION AT SULFUR OXIDATION OF 2-THIABICYCLO[2.2.1]HEPTANE

被引:47
作者
JOHNSON, CR
DIEFENBA.H
KEISER, JE
SHARP, JC
机构
[1] Department of Chemistry, Wayne State University, Detroit
关键词
D O I
10.1016/S0040-4020(01)83071-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidation of 2-thiabicyclo[2.2.1]heptane by a variety of oxidizing agents provided both endo and exo sulfoxides. The ratio of these sulfoxide isomers is a function of the relative stability of the sulfoxides and/or the mechanism of the oxidation reaction. It has been demonstrated that the exo oxide of 2-thiabicyclo[2.2.1]heptane is thermodynamically more stable than the corresponding endo oxide, a result not to be predicted from referenced researches in the field. © 1969.
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页码:5649 / &
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