107729-87-3

Upstream product

• 497-38-1 2-norbornanone 
• 104-01-8 4-Methoxyphenylacetic acid 
• 94013-36-2 (R)-((1R,2S,4S)-2-Hydroxy-bicyclo[2.2.1]hept-2-yl)-(4-methoxy-phenyl)-acetic acid 
• 94013-36-2 (S)-((1R,2S,4S)-2-Hydroxy-bicyclo[2.2.1]hept-2-yl)-(4-methoxy-phenyl)-acetic acid 

Relevant academic research and scientific papers

Stereochemistry of the addition of Ivanov magnesium reagents to camphor and norchamphor

The arylacetic acid magnesium reagents (Ivanov reagents) react with (+)-camphor or (+/-)-norcamphor to give diastereoisomeric β-hydroxy acids.Under kinetic control the sole products are the endo isomers for camphor and exo isomers for norcamphor.Conversely, under equilibrium conditions exo addition is preferred for camphor and endo for norcamphor, i.e. the nucleophile enters from the more hintered side.On treatment with thionyl chloride the hydroxy acids easily afford spiro-β-lactones.The latter stereospecifically afford olefins which permit a chemical correlation.