Interconversion of cis- and trans-Fused Oxabicyclo[5.2.0]nonan-2-ones

被引:2
|
作者
Schmidt, Kerstin [1 ]
Margaretha, Paul [1 ]
机构
[1] Univ Hamburg, Dept Chem, D-20146 Hamburg, Germany
关键词
Photocycloadditions; Oxepinones; Cycloadditions; Oxabicyclo[5; 2; 0]nonan-2-ones; CARBON-ATOM; ALKENES; PHOTOCYCLOADDITION; CYCLOADDITION;
D O I
10.1002/hlca.201100203
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
On irradiation (350 nm) in the presence of alkenes (2,3-dimethylbut-2-ene, 1,1-dimethoxyethene, and 2,4,4-trimethylpent-1-ene), benzoxepinone 1 and dioxepinone 2 are converted into mixtures of cis- and trans-fused oxabicyclo[5.2.0]nonan-2-ones. Their relative thermodynamic stabilities (as reflected by the observed diastereoisomer ratios after equilibration with basic alumina) depend on the substitution pattern of the alkene moiety.
引用
收藏
页码:1994 / 2001
页数:8
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