Studies on 5-8 fused ring compounds. I. Halogenation of 4,4-dimethylbicyclo[6.3.0]undecane-2,6-dione.

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概要

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• Bromination and chlorination of 4,4-dimethylbicyclo[6.3.0]undecane-2,6-dione (<B>2</B>) with pyridinium bromide perbromide and sulfuryl chloride gave several α-halo-diones. The substituted positions and the stereochemistry of the halogen atoms have been assigned on the basis of their dehydrohalogenation and spectral data. The chlorination of <B>2</B> also gave a tricyclic dione (<B>8</B>) containing a cyclopropane ring. The structure of <B>8</B> was determined by means of <SUP>13</SUP>C-NMR, as well as other types of spectroscopy. Dehydrochlorination of <B>7</B> gave a 5<I>H</I>-benzocyclo-heptene derivative (<B>18</B>).

• 公益社団法人 日本化学会の論文

著者

• Hishida Shinzaburo

  Naka Works, Hitachi Ltd.

• Fujieda Kunimi

  Naka Works, Hitachi Ltd.

• Umehara Misao

  Department of Chemistry, Keio University

• Sasaki Hirooki

  Department of Chemistry, Keio University

関連論文

• Molecular Secondary Ion Mass Spectra of Bio-organic Compounds
• Studies on 5-8 fused ring compounds. V. The conformations of eight-membered rings in 5-8-5 fused ring compounds and their cis-trans isomerization.
• Studies on 5-8 fused ring compounds. III. Hydrogenolysis of 4,4-dimethyltricyclo[6.3.0.01,7]undecane-2,6-dione.
• Studies on 5-8 fused ring compounds. IV. The syntheses of 5-8-5 fused ring compounds and the conformations of their eight-membered rings.
• Studies on 5-8 fused ring compounds. I. Halogenation of 4,4-dimethylbicyclo[6.3.0]undecane-2,6-dione.

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