54920-32-0

Upstream product

• 3968-96-5 (E)-3,5,5-trimethylcyclohex-2-en-1-one oxime 
• 3968-95-4 (Z)-isophorone oxime 
• 134734-56-8 (E)-O-acetyl 3,5,5-trimethyl-2-cyclohexene-1-one oxime 
• 2157-58-6 3,5,5-trimethyl-cyclohex-2-enone oxime 

Downstream Products

• 85623-63-8 (1S,2S,6S)-2-Fluoro-4,4,6-trimethyl-cyclohexylamine 

Relevant academic research and scientific papers

SYNTHESIS AND REACTIONS OF α,β-UNSATURATED AMINES AND THEIR DERIVATIVES. PART VI. ACTION OF DIBORANE ON O-ACETYL 3,5,5-TRIMETHYL-2-CYCLOHEXENE-1-ONE OXIME

The reaction of diborane with O-acetyl 3,5,5-trimethyl-2-cyclohexene-1-one oxime (1) has been examined.The effect of the temperature, molar ratio of substrates and O-acetyl oxime configuration on the stoichiometry and direction of the reaction is described.

REDUCTION OF CONJUGATED CYCLOHEXENONE OXIMES WITH ALUMINIUM HYDRIDE

The reduction of representative conjugated cyclohexenone oximes with aluminium hydride in tetrahydrofuran yields 2-cyclohexenylamines and saturated aziridines - 7-azabicycloheptane derivatives, as the main reaction products.Small quantities of cyclohexylamines and perhydroazepines are also formed.Regioselectivity of the reduction depends on oxime configuration.Higher yields of 2-cyclohexenylamines are obtained from E than Z isomers.The reaction mechanism is proposed.