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A straightforward entry to chiral carbocyclic nucleoside analogues via the enantioselective [3+2] cycloaddition of α-nucleobase substituted acrylates.
- Source :
-
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2015 Aug 11; Vol. 51 (62), pp. 12451-4. - Publication Year :
- 2015
-
Abstract
- A straightforward entry to chiral carbocyclic nucleoside analogues has been realized via the enantioselective [3+2] cycloaddition of α-nucleobase substituted acrylates to vinyl cyclopropanes for the first time. With Pd2(dba)3-L5 as the catalyst, carbocyclic purine, uracil, and thymine nucleoside analogues with quaternary stereocenters were obtained in excellent yields (up to 99% yield) and good enantioselectivities (up to 92% ee).
Details
- Language :
- English
- ISSN :
- 1364-548X
- Volume :
- 51
- Issue :
- 62
- Database :
- MEDLINE
- Journal :
- Chemical communications (Cambridge, England)
- Publication Type :
- Academic Journal
- Accession number :
- 26145719
- Full Text :
- https://doi.org/10.1039/c5cc04832j