Diisobutylalummum hydride

AIBN = 2,2 -azobisisobutyronitrile 9-BBN = 9-borabicyclo [3.3.1]nonane Bn = benzyl BOC = f-butoxycarbonyl Bz = benzoyl CAN = ceric anunoninm nitrate Cp = cyclopenta-dienyl Cy = cyclohexyl DAST = diethylaminosnllur trifln-oride DBA = l,3-dibromo-5,5-dttnethylhydantoin DDQ = 2,3-dichloro-5,6-dicyano-l,4-benzoquinone DET = diethyl tartrate DIAD = diisopropyl acetylene dicarboxylate DIBAL-H = diisobutylalummum hydride DIPEA = diisopropyl ethyl amine DMDO = dimethyldioxirane HMPA = hexamethylphosphortriamide EDA = lithium diisopropy-lamide Ms = methylsulfonyl MOM = methoxymethyl NBS = iV-bromosuccmimide NMO = A-methylmorpholine iV-oxide PDC = pyridinium dichromate PMP = p-methoxyphenyl THP = tetrahydropyranyl TIPS = trisiso-propylsilyl TMANO = trimethylamine A-oxide TBDMS = t-butyldimethylsilyl Tf = trifluoromethanesulfonyl TMP = 2,2,6,6-tetramethylpiperidyl TMS = trimethylsilyl Ts = p-toluenesulfonyl. 

Two derivatives of aluminum hydride that are less reactive than LAH, in part because they are much more sterically hindered, are lithium tri-terf -butoxy-aluminum hydride and diisobutylalummum hydride (DIBAL-H) ... 

Diisobutylalummum hydride (DIBALH) reacts with esters at low temperatures to give aldehydes. At higher temperatures, it reacts all the way to the alcohol. 

Diisobutylalummum phenoxide, [(CH,)2CHCH2]2A10C6H5 (1), 8, 172-173. The reagent is prepared in situ from diisobutylaluminum hydride and phenol. 

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