[Studies on the spirocompounds: synthesis of 10-methyl spiro [4.5]dec-6-en-6-carboxylic acid].

Abstract

3-Methyl-cyclohexenone 4 spiroannulates with 1, 4-dibromobutane in NaNH2/NH3 or t-BuOK/benzene to afford not only the main monospiro compounds 5a and 5b but also the dispiro compounds 6a and 6b. The title compound 11 was synthesized from 5 through the following steps: Catalytic hydrogenation of the spiro olefinic compounds, addition of trimethylsilycyanide to the carbonyl group, hydrolysis of the siloxyl ether, dehydration of the cyanohydrin and hydrolysis of the cyano group.

• Authors: W J Zheng, S F Chen
• Journal: Yao xue xue bao = Acta pharmaceutica Sinica (Yao Xue Xue Bao) Vol. 25 Issue 8 Pg. 584-9 ( 1990) ISSN: 0513-4870 [Print] China
• PMID: 2082680 (Publication Type: English Abstract, Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Anesthetics
• Hypnotics and Sedatives
• Sesquiterpenes
• Spiro Compounds
• 10-methyl spiro(4.5)dec-6-en-6-carboxylic acid

Topics

• Anesthetics
• Animals
• Hypnotics and Sedatives
• Mice
• Sesquiterpenes (chemical synthesis, chemistry, pharmacology)
• Spiro Compounds