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- W4246361569 abstract "Lithium aminoborohydrides (LiABH3) are a new class of powerful, selective, air-stable reducing agents. LiABH3's can be prepared as solids, as 1-2M THF solutions, or generated in situ, for immediate use. LiABH3's can be synthesized from any primary or secondary amine, thus allowing control of the steric and electronic environment of these reagents. Solid LiABH3's can be handled in dry air as easily as sodium borohydride and retain their chemical activity for at least 6 months when stored under nitrogen or dry air at 25 °C. THF solutions of LiABH3's retain their chemical activity for at least 9 months when stored under N2 at 25 °C. LiABH3's are non-pyrophoric and only liberate hydrogen slowly in (or when using) protic solvents above pH 4. LiABH3's reduce aromatic and aliphatic esters in 30 minutes at 0 °C in air. Tertiary amides are selectively reduced to the corresponding amine or alcohol depending on the steric environment of the LiABH3. α,β-Unsaturated aldehydes and ketones undergo exclusive 1,2-reduction to the corresponding allylic alcohols. Aliphatic and aromatic azides are readily reduced to the corresponding primary amines using only 1.5 equivalents of LiABH3." @default.
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- W4246361569 date "1996-08-13" @default.
- W4246361569 modified "2023-09-26" @default.
- W4246361569 title "Synthesis, Characterization, and Synthetic Utility of Lithium Aminoborohydrides" @default.
- W4246361569 doi "https://doi.org/10.1021/bk-1996-0641.ch010" @default.
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