A Practical Procedure for Reduction of Primary, Secondary and Tertiary Amides to Amines
โ Scribed by Reeves, Jonathan T.; Tan, Zhulin; Marsini, Maurice A.; Han, Zhengxu S.; Xu, Yibo; Reeves, Diana C.; Lee, Heewon; Lu, Bruce Z.; Senanayake, Chris H.
- Book ID
- 118231556
- Publisher
- John Wiley and Sons
- Year
- 2013
- Tongue
- English
- Weight
- 207 KB
- Volume
- 355
- Category
- Article
- ISSN
- 1615-4150
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๐ SIMILAR VOLUMES
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.
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
The reduction of amides with lithium aluminum hydride, aluminum hydride, lithium trimethoxyaluminum hydride, and diborane to the corresponding amines is well known (1).