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AbstractAbstract
[en] We have prepared a series of lithium diisobutyldialkylaminohydroaluminates by reacting DIBAH with lithium dialkylamides. Among them, LDBPA was most effective for partial reduction of esters to aldehydes in moderate to good yields at 0 .deg. C. This reagent proved to be one of effective partial reducing agents for preparation of esters to aldehydes. Therefore, LDBPA is believed to be an alternative reagent for the synthesis of aldehydes from esters instead of DIBAH. Partial reduction of ester to aldehyde is very efficient and reliable procedure in organic synthesis, and a number of reducing agents for this have been reported. Among them, diisobutylaluminium hydride (DIBAH) which is commercially available is used as one of the most popular reducing agent. However, to achieve the partial reduction successfully, this reagent requires very low temperature. Recently, we reported the synthesis of aldehyde from ester with sodium diethylpiperidinohydroaluminate (SDPA) at 0 .deg. C. However, sodium diethyldihydroaluminate which is the precursor for synthesis of SDPA is not commercially available. In the course of our program for developing new selective reducing agent, we found that lithium diisobutyldialkylaminohydroalumonates prepared from DIBAH smoothly reduced esters to aldehydes at 0 .deg. C, although it has been reported that the reduction of esters to aldehydes using aluminium hydride derivatives having n-butyl or alkoxy groups obtained from DIBAH has been not successful
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9 refs, 2 figs, 1 tab
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Journal Article
Journal
Bulletin of the Korean Chemical Society; ISSN 0253-2964; ; v. 26(3); p. 377-378
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