Reaction of Lithium (2,3-dimethyl-2-butyl)-t-Butoxyborohydride with selected Organic Compounds Containing Representative Functional Group

摘要

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.