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Synthesis of chiral pyrimidine-substituted diester D-A cyclopropanes via asymmetric cyclopropanation of phenyliodonium ylides.
- Source :
-
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2020 Oct 01; Vol. 56 (78), pp. 11649-11652. - Publication Year :
- 2020
-
Abstract
- A highly enantioselective cyclopropanation to synthesize pyrimidine-substituted diester D-A cyclopropanes is reported. Various N1-vinylpyrimidines react well with phenyliodonium ylides, delivering chiral cyclopropanes in up to 97% yield with up to 99% ee. Through simple [3+2] annulation with benzaldehyde or ethyl glyoxylate, different chiral pyrimidine nucleoside analogues with a sugar ring could be obtained.
Details
- Language :
- English
- ISSN :
- 1364-548X
- Volume :
- 56
- Issue :
- 78
- Database :
- MEDLINE
- Journal :
- Chemical communications (Cambridge, England)
- Publication Type :
- Academic Journal
- Accession number :
- 33000801
- Full Text :
- https://doi.org/10.1039/d0cc04536e