tsi90 - 29-10-2007 at 17:09
Will LiAlH4/THF work for reducing a secondary amide? Ive found most books say that it does not always work and I cant find very many references using
LiAlH4.
Reference Information
solo - 29-10-2007 at 21:22
Selective Reduction of Secondary Amides to Amines in
the Presence of Tertiary Amides
Byung H. Lee* and Michael F. Clothier
Tetrahedron Letters 40 (1999) 643-644
Abstract:
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.
Attachment: Selective Reduction of Secondary Amides to Amines in the Presence of Tertiary Amides.pdf (89kB)
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