STEREOSELECTIVE SYNTHESIS OF 1-O-ACYL-d-GLUCOPYRANOSE FROM 1-HYDROXY SUGAR AND ACYL FLUORIDES BY THE PROMOTION OF CESIUM FLUORIDE
- 5 June 1982
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 11 (6), 861-862
- https://doi.org/10.1246/cl.1982.861
Abstract
In the presence of cesium fluoride, the reaction of 2,3,4,6-tetra-O-benzyl-D-glucopyranose with acyl fluorides affords the corresponding glucosyl esters in good yields under essentially neutral condition. The α⁄β ratio of produced glucosyl esters is greatly affected by reaction conditions and predominant formations of each anomer is achieved by procedures described herein.Keywords
This publication has 1 reference indexed in Scilit:
- Stereochemical control in the acylation of 2,3,4,6-tetra-O-benzyl-D-glucopyranose. A route to 1-O-acyl-.alpha.- and -.beta.-D-glucopyranosesThe Journal of Organic Chemistry, 1976