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A novel method for the reduction of schiff bases using catalytic hydrosilylation

✍ Scribed by Iwao Ojima; Tetsuo Kogure; Yoichiro Nagai

Publisher
Elsevier Science
Year
1973
Tongue
French
Weight
195 KB
Volume
14
Category
Article
ISSN
0040-4039

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✦ Synopsis

The reduction of Schlff bases to form secondary amines has been accomplished by catalytic hydrogenatzon' and by various reagents such as maqneslum in 3 methano12, LiAlH4 , 4 and NaBH4 . More recently, [Fe3(C0)12] was reported to effective for the reaction 5 . We found that the reduction of various carbonyl compounds was successfully accomplished via hydrosilylatlon catalysed by rhodium (1)catalyst under m~.ldcondltlons~. Now, we wish to report a novel and powerful method for the reduction of Schlff bases under neutral and mild conditions as an application of transitlon metal or metal complex catalysed hydrosilylatron.

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Addition reactions to c~,13-unsaturated carbonyl derivatives, 1 in particular with nonstabilized nucleophiles, remains primarily associated with organocopper chemistry. 2 Within this realm lies the unique potential for conjugate hydride delivery, which not only adds flexibility for arriving at a giv