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Selective reduction of secondary amides to amines in the presence of tertiary amides

โœ Scribed by Byung H. Lee; Michael F. Clothier

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
89 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

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.

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Selective Reduction
ChemInform Abstract: Selective Reduction of Secondary Amides to Amines in the Presence of Tertiary Amides.
โœ Byung H. Lee; Michael F. Clothier ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 28 KB ๐Ÿ‘ 2 views

Selective Reduction of Secondary Amides to Amines in the Presence of Tertiary Amides. -The transformation is achieved by reduction of secondary amide moieties bearing an activating Cbz group with hydrides. Catalytic hydrogenation of the resulting hemiacetals removes the hydroxyl and the Cbz group t

A new method for the reduction of second
A new method for the reduction of secondary and tertiary amides
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).