Synthesis and NMR-spectroscopic characterization of diastereomeric bicyclo[4.2.0]octane-2,7-diones

被引：4
|
作者：
Schmidt, Kerstin [1 ]
Margaretha, Paul [1 ]
机构：
[1] Univ Hamburg, Dept Chem, Martinistr 52, D-20146 Hamburg, Germany
来源：
ARKIVOC | 2008年
关键词：
Enone photocycloaddition; acetal hydrolysis; trans-fused cyclobutanones;
D O I：
10.3998/ark.5550190.0009.807
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Irradiation (lambda = 350 nm) of cyclohexenones 4 in the presence of 1,1-dimethoxyethylene (5) affords mixtures of diastereomeric 7,7-dimethoxybicyclo[4.2.0]octan-2-ones 6 and 7. Careful hydrolysis of these acetals with acidic SiO2 affords the title compounds 8 and 9 quantitatively without any epimerization at C (1). These bicyclic diketones were fully characterized by H-1- and C-13-NMR spectroscopy.
引用
收藏
页码：68 / 73
页数：6
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