Abstract
The paper reports selective mono-etherification of the 2-, and 3-hydroxyl groups of methyl 4,6-O-isopropylidene-α-d-mannopyranoside using tin(II) chloride catalysed reactions of diaryldiazomethanes. By the use of different diazo compounds and the variation of the tin(II) chloride concentration the ether formation can be shifted from over 90% 3-selectivity to over 90% 2-selectivity.
Original language | English |
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Pages (from-to) | 37-43 |
Number of pages | 7 |
Journal | Carbohydrate Research |
Volume | 388 |
Issue number | 1 |
DOIs | |
Publication status | Published - 31 Mar 2014 |
Bibliographical note
Funding Information:The University of Akureyri Science Fund is thanked for financial support and the Science Institute, University of Iceland, is thanked for the provision of spectroscopic facilities.
Other keywords
- Catalysis
- Diol
- Protection
- Regioselectivity
- Tin(II) chloride