Hydroalumination of Functional Groups

Other complex aluminum hydrides such as NaAlH4, LiAlMesH, NaAlMcjH, NaAl(0CH2CH20CH3)2H2 (vitride), LiAlH2(NR2)2 and NaAlH2(NR2)2 were also applied in a similar way as hydroaluminahng reagents [57]. 

Entry n cf diene Unreacted diene/% A Product yield/% BCD  

Nickel catalysts promote the hydroalumination of alkenes using trialkylalanes R3AI and dialkylalanes such as BU2AIH as the aluminum hydride sources [9, 29, 30, 33]. However, exhaustive studies of the range of substrates capable of hydroalumination with these reagents has not been carried out. Linear terminal alkenes like 1-octene react quantitatively with BU3AI at 0°C within 1-2 h in the presence of catalytic amounts of Ni(COD)2 [30]. Internal double bonds are inert under these conditions, whereas with 1,5-hexadiene cycHzation occurs. 

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HYdroalumination of Functional Groups 65 Tab. 2-5 Enantioselective reductive ring opening of oxabicyclic subrates... 

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