ENZYMATIC ESTERIFICATION AND DE-ESTERIFICATION OF CARBOHYDRATES - SYNTHESIS OF A NATURALLY-OCCURRING RHAMNOPYRANOSIDE OF P-HYDROXYBENZALDEHYDE AND A SYSTEMATIC INVESTIGATION OF LIPASE-CATALYZED ACYLATION OF SELECTED ARYLPYRANOSIDES

Authors
BASHIR NB PHYTHIAN SJ REASON AJ ROBERTS SM
Citation
Nb. Bashir et al., ENZYMATIC ESTERIFICATION AND DE-ESTERIFICATION OF CARBOHYDRATES - SYNTHESIS OF A NATURALLY-OCCURRING RHAMNOPYRANOSIDE OF P-HYDROXYBENZALDEHYDE AND A SYSTEMATIC INVESTIGATION OF LIPASE-CATALYZED ACYLATION OF SELECTED ARYLPYRANOSIDES, Journal of the Chemical Society. Perkin transactions. I, (18), 1995, pp. 2203-2222
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
18
Year of publication
1995
Pages
2203 - 2222
Database
ISI
SICI code
0300-922X(1995):18<2203:EEADOC>2.0.ZU;2-T
Abstract
The regiocontrolled esterification and de-esterification of mono- and di-saccharides is reviewed. New results involving the enzyme-catalysed regioselective acylation of ribo-110, arabino-112, 119, xylo-111, and rhamnopyranosides 116, 118 (as well as two arylpyranosides 125 and 13 6), are reported. This methodology is then applied to the total synthe sis of the naturally occurring rhamnopyranoside 4-(4-O-acetyl-alpha-L- rhamnosyloxy)benzaldehyde 122.