Journal
ORGANIC LETTERS
Volume 16, Issue 9, Pages 2462-2465Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol500848q
Keywords
-
Categories
Funding
- ARC grant from the Academie Louvain [ARC. 08/13-012]
- FNRS [PDR T.0170.13]
Ask authors/readers for more resources
The multistep synthesis of a novel UDP-C-cyclohexene, designed as a high energy intermediate analogue of the UDP-galactopyranose mutase (UGM) catalyzed isomerization reaction, is reported. The synthesis of the central carbasugar involved the preparation of a galactitol derivative bearing two olefins necessary for the construction of the cyclohexene ring by a ring-closing metathesis as a key step. Further successive phosphonylation, deprotection, and UMP coupling provided the target molecule. The final molecule was assayed against UGM and compared with UDP-C-Galf, the C-glycosidic UGM substrate analogue.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available