Lewis acid-catalyzed stereoselective lactonization and subsequent glycosidation of 2-C-malonyl carbohydrates
- Gold(III) bromide is a suitable catalyst for the stereoselective cyclization of 2-C-malonyl carbohydrates to the anomeric center under retention of one ester group. Reopening of the lactones with alcohols in the presence of TMSOTf affords allyl, propargyl and benzyl glycosides with high alpha-selectivity.
| Author details: | Tukaram M. Pimpalpalle, Srinivasa Rao Vidadala, Srinivas Hotha, Torsten LinkerORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1039/c1cc13425f |
| ISSN: | 1359-7345 |
| Title of parent work (English): | Chemical communications |
| Publisher: | Royal Society of Chemistry |
| Place of publishing: | Cambridge |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2011 |
| Publication year: | 2011 |
| Release date: | 2017/03/26 |
| Volume: | 47 |
| Issue: | 37 |
| Number of pages: | 3 |
| First page: | 10434 |
| Last Page: | 10436 |
| Funding institution: | CSIR, New Delhi; DST, New Delhi |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
