Synthesis of 13C1-pinonaldehyde
โ Scribed by Christopher W. Dicus; Dan Willenbring; Michael H. Nantz
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- French
- Weight
- 107 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0022-2135
- DOI
- 10.1002/jlcr.910
No coin nor oath required. For personal study only.
โฆ Synopsis
13 C 1 -pinonaldehyde is prepared in seven steps from cis-pinonic acid. In the key sequence, the introduction of labeled carbon is accomplished by Lieben degradation of a methyl ketone followed by treatment of the resultant carboxylic acid with 13 C-methyl lithium.
๐ SIMILAR VOLUMES
13 13 [2-C]cyclohexanone was synthesized through [ Clcyanation of cyclopentanone followed by acetylation, reduction and ring expansion. Treatment with cupric bromide/lithium bromide and dehydrobromination of the resulting labeled 1,6-dibromohexanone in a "one pot" procedure gave [2-13C]phenol.
A four-step synthesis of l-decene-2-13C starting w i t h 1-bramxtane (57% overall yield) is described.