Acetophenones O-methyloxime

If the chiral amino alcohol is incorporated into polystyrene, a chiral polymeric reducing agent is obtained. Acetophenone O-methyloxime was reduced by such a polymeric borane complex to give optically active 1-phenylethylamine with 99% ee35 36 With borane-tetrahydrofuran and 1 mol% of the chiral amino alcohol (lS,3S,5S)-(a,a-diphenyl)hydroxymethyl-2-azabicy-clo[3.3.0]octane (7), (7 )-1-phenylethylamine can be synthesized from acetophenone O-methyloxime in 64% yield with 17% ee37. 

Its1987 Itsuno, S., Sakurai, Y., Ito, K., Hirao, A. and Nakahama, S., Asymmetric Reduction of Acetophenone O-Methyloxime with the Reagent Prepared from Borane and Polymer-supported (S)-(-)-2-Amino-3-(4-hydroxyphenyl)-1,1 -diphenylpropan-1 -ol. Polymer, 28 (1987) 1005-1008. 

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