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Diisobutylaluminum hydride reduces chiral ?-silyloxy esters to the corresponding enantiomerically-pure hydroxy aldehydes. I t is used in Pd-catalyzed reductive debromination of secondary alkyl bromides, O-Debenzylation and ring opening of perbenzylated furanosides and convenient in situ generation of HZrCp2Cl from ZrCp2Cl2 and DIBAL-H.
Satoru Sasatani.; Tohru Miyazaki.; Keiji Maruoka.; Hisashi Yamamoto. Diisobutylaluminum hydride a novel reagent for the reduction of oximes. Tetrahedron Letters. 1983, 24 (43), 4711-4712.
Syun-ichi Kiyooka.; Hisanori Kuroda.; Yayoi Shimasaki. 1,3-syn diastereoselective reduction of β-hydroxyketones with diisobutylaluminum hydride and tributyltin hydride. Tetrahedron Letters. 1986, 27 (26), 3009-3012.
Reduces chiral ɑ-silyloxy esters to the corresponding enantiomerically-pure hydroxy aldehydes: J. Chem. Soc., Chem. Commun., 2475 (1995).
Hazard Statements: H224-H260-H302-H333-H314-H318-H361-H336-H373-H304
Extremely flammable liquid and vapour. In contact with water releases flammable gases which may ignite spontaneously. Harmful if swallowed. May be harmful if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage. Suspected of damaging fertility or the unborn child. May cause drowsiness or dizziness. May cause damage to organs through prolonged or repeated exposure. May be fatal if swallowed and enters airways.
Precautionary Statements: P223-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from any possible contact with water, because of violent reaction and possible flash fire. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.