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Ring-contraction vs ring-expansion reactions of spiro-cyclopropanecarboxylated sugars.
- Source :
-
Organic letters [Org Lett] 2013 Sep 06; Vol. 15 (17), pp. 4474-7. Date of Electronic Publication: 2013 Aug 21. - Publication Year :
- 2013
-
Abstract
- Electrophilic ring opening of spiro-cyclopropanecarboxylated sugars followed by reaction with DBU revealed interesting ring-contraction and ring-expansion reactions depending on the substrate and the kind of hydroxyl protective group present adjacent to the spiro center. A stereoselective method for accessing a new class of carbon chain extended keto-furanoses and C-glycosylated bicyclic compounds is reported.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 15
- Issue :
- 17
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 23964753
- Full Text :
- https://doi.org/10.1021/ol402021e