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New method for the selective reduction of amides

โœ Scribed by Tsay, Shwu-Chen; Robl, Jeffrey A.; Hwu, Jih Ru


Book ID
120572768
Publisher
Royal Society of Chemistry
Year
1990
Weight
360 KB
Volume
3
Category
Article
ISSN
1472-7781

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A new method for the reduction of second
โœ Richard F. Borch ๐Ÿ“‚ Article ๐Ÿ“… 1968 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 200 KB

The reduction of amides with lithium aluminum hydride, aluminum hydride, lithium trimethoxyaluminum hydride, and diborane to the corresponding amines is well known (1).

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Secondary amides activated with a Cbz group can be reduced to their corresponding hemiaminals using lithium borohydride. Hydrogenation then removes the Cbz and hydroxyl groups to produce the related amine. Tertiary amides are not affected.