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

页码：68 / 73

页数：6

共 16 条

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