Dibal

The conversion of carboxylic acid derivatives (halides, esters and lactones, tertiary amides and lactams, nitriles) into aldehydes can be achieved with bulky aluminum hydrides (e.g. DIBAL = diisobutylaluminum hydride, lithium trialkoxyalanates). Simple addition of three equivalents of an alcohol to LiAlH, in THF solution produces those deactivated and selective reagents, e.g. lithium triisopropoxyalanate, LiAlH(OPr )j (J. Malek, 1972). 

Dibal IS an informal name given to the organometallic compound [(CH3)2CHCH2l2AlH used as a reducing agent m certain reactions Can you figure out the systematic name from which dibal IS denved" ... 

Fig. 5. Corey synthesis ofPGE2 and PGF2Q, where DiBAL-H = diisobutylaluminumhydride MCPBA = m — chloroperbenzoic acid py = pyridine ...

Fig. 8. Synthesis of PGE using an organocuprate reagent where DiBAL-H is diisobutylalurninurnhydride and R = (CH2 )g COOCH2 CH3.

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