5951-25-7Relevant academic research and scientific papers
Reactions of 1-Methyl-4-t-butylcyclohexene and 1-Methylcyclohexene with Thallium(I) Acetate-Iodine
Cambie, Richard C.,Hume, Bruce A.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 413 - 419 (2007/10/02)
Treatment of 1-methyl-4-t-butylcyclohexene (2) with thallium(I)acetate-iodine in wet acetic acid at 90 deg C gives a complex mixture of products, which differs from that obtained from a Woodward reaction with silver(I) acetate followed by hydrolysis and which includes the unexpected hydroxy-iodoacetate (25).At 20 deg C the thallium(I)-mediated reaction gives a mixture of regioisomeric iodo-acetates.A re-investigation of the reaction of thallium(I) acetate-iodine with 1-methylcyclohexene (1) at 20 deg C has shown that this is not highly regioselective as reported earlier.The actions of KOAc-I2-18-crown-6 and iodine(III) triacetate in acetic acid on the alkenes (1) and (2), and of I2-H2O in tetramethylene sulphone-chloroform on the alkene (2) are reported.
