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1、Fun cti onReage ntAldehydes& Keto nesCarboxylic AcidsCarboxylic EstersAcylChloridesAmidesNitrilesH2& cataIystalcohols(slow, Pt, Pd )(v. slow)(v. slow)aldehydes(Pd/BaSO 4 )(v. slow)amines(Ni cat.)NaBH 4 polar solve ntalcoholsN.R.alcohols(slow)complex mixtureN.R.N.R.LiAIH 4 ether or THFalcohols1 o-alc
2、oholalcohols1 o-alcoholamines1 GamineLiAIH(Ot-Bu) 31 eq. i n THFalcohols(slow at 0 c)N.R.v. slowaldehyde(-78 o C)aldehyde(-78 oC)aldehyde(0 o C)(iso-Bu) 2AIH1 eq. in tolue nealcohols1 o-alcoholaldehyde(-78 oC)1 o-alcoholaldehyde(-78 oC)aldehyde(-78 oC)B2H6THFalcohols(slow)1 o-alcohol(v. slow)complex
3、 mixture1 Gamine1 GamineColor CodeReduct ion occurs readily un der no rmal con diti ons of temperature and pressure.Reduct ion occurs readily, but selectivity requires low temperature.Slow reduct ion occurs. Heati ng an d/or high pressures of hydroge n are n eeded for effective use.Reduct ion occurs very slowly or not at all (N.R.).LiAIH(0t-Bu)3是比LiAIH4更加温和的还原剂,近似于硼氢化钠,可以还原醛酮酰氯,不还原脂肪酸酯和腈,但 可以还原脂肪酸以及脂肪酸的苯酯。还原四氢呋喃开环。还原能力顺序如下:LiAIH4 LiAIH(0Me)3 LiAIH(0-t-Bu)3 NaBH4