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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 23, Number 6
BKCSDE 23(6)
June 20, 2002 

 
Title
Reaction of Lithium (2,3-dimethyl-2-butyl)-t-Butoxyborohydride with selected Organic Compounds Containing Representative Functional Group
Author
Jin Soon Cha, Dae Yon Lee
Keywords
Li ThxBuOBH2, Reduction, Organic compounds.
Abstract
The general reducig characteristics of a newly synthesized reducing agent, lithium (2,3-dimethyl-2-butyl)-t-butoxyborohydride (Li Thx'BuOBH2, 1), in tetrahydrofuran (THF) toward selected organic compounds containing representative funtional groups under practical conditions has been examined. The reagent revealed an interesting and unique reducing characteristics. Especially, the stereoselectivity in the reduction of cyclic ketones was extraordinary. Thus, the introduction of bulky alkyl and alkoxy groups into the parent borohydride affords a high stereoselectivity. In general, the reducing power of the reagent is somewhere between the dialkylborohydride and the parent borohydride. This permits the reagent to be a reagent of choice for selective reduction of organic compounds with an improved selectivity.
Page
856 - 860
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