Chemoenzymatic synthesis of the carbasugars carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose from methyl benzoate.

Abstract

The cis-dihydrodiol metabolite from methyl benzoate has been used as a synthetic precursor of carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose. The structures and absolute configurations of these carbasugars were determined by a combination of NMR spectroscopy, stereochemical correlation and X-ray crystallography.

DOI: 10.1039/b921545j

Cite this paper

@article{Boyd2010ChemoenzymaticSO, title={Chemoenzymatic synthesis of the carbasugars carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose from methyl benzoate.}, author={Derek R. Boyd and Narain D. Sharma and Nigel I Bowers and Gerard B Coen and John F. Malone and Colin R O'Dowd and Paul J Stevenson and Christopher C. R. Allen}, journal={Organic & biomolecular chemistry}, year={2010}, volume={8 6}, pages={1415-23} }