89186-00-5Relevant academic research and scientific papers
ACETALS OF FORMYLCYCLOALKANOLS AND FORMYLCYCLOALKENES
Makin, S. M.,Kruglikova, R. I.,Tagirov, T. K.,Arshava, B. M.
, p. 90 - 94 (2007/10/02)
The diethylacetals of 1-formyl-2-alkyl-2-cyclohexanols and 1-formyl-2-alkyl-2-cyclopentanols were obtained by the action of metal hydrides (LiAlH4, NaBH4) and Grignard reagents (RMgX, where R=CH3, C2H5, C6H5) on the diethylacetals of 1-formyl-2-cyclohexanone and 1-formyl-2-cyclopentanone.It was established that reduction with metal hydrides leads to the formation of a mixture of cis and trans isomers of the cycloalkanols, the ratio of which depends on the character of the hydride.The Grignard reaction leads to the formation of mostly one isomer, and the stereoselectivity of the reaction increases with increase in the effective volume of the introduced radical R.The acetals of the formylcycloalkanols were converted into formylcycloalkenes by the action of dilute acid.
