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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 17, Number 8
BKCSDE 17(8)
August 20, 1996 

Catecholalane (1,3,2-Benzodioxaluminole) as a Selective Reducing Agent
Jin Soon Cha*, Seok Won Chang, Ji Eun Lee, Jong Mi Kim, Oh Oun Kwon, Hyung Soo Lee, Hanchul Song
Catecholalane (1,3,2-Benzodioxaluminole, CA) prepared from catechol and aluminum hydride in tetrahydrofuran (THF) is found to be a selective reducing agent. The systematic study in order to characterize the reducing properties of the reagent under practical conditions (THF, 0 or 25 ℃, the quantitative amount of reagent to compound) has been done. The reagent reduces aldehydes, ketones, esters and acid chlorides to the corresponding alcohols, and primary amides to the corresponding amines. Especially noteworthy is that the reagent can convert both aromatic and aliphatic nitriles to the corresponding aldehydes in very high yields.
720 - 724
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