有機アルミニウム反応剤を用いる選択的有機合成

概要

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In addition to their high oxygenophilicity, organoaluminum compounds are endowed with an ambiphilic character. These properties can be successfully utilized in developing new synthetic reactions with unique selectivities, which include (1) organoaluminum-promoted Beckmann rearrangement of oxime sulfonates, (2) new synthesis of polyamino macrocycles via reductive cleavage of aminals and amidines by diisobutylaluminum hydride, (3) diastereoselective cleavage of chiral acetals by organoaluminum compounds leading to optically active secondary alcohols, allylic alcohols, and β-substituted carbonyl compounds, respectively, and (4) biogenetic-type terpene synthesis using highly oxygenophilic aluminum reagents. These selected examples illustrating the characteristics of organoaluminum chemistry should help in understanding the distinct advantages of organoaluminum reagents in selective organic synthesis.
社団法人有機合成化学協会の論文