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Highly enantioselective Biginelli reaction catalyzed by SPINOL-phosphoric acids.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2012 Jun 14; Vol. 10 (22), pp. 4467-70. Date of Electronic Publication: 2012 May 08. - Publication Year :
- 2012
-
Abstract
- A highly enantioselective Biginelli reaction promoted by chiral spirocyclic SPINOL-phosphoric acids has been developed. Under the optimized conditions with 5 mol% catalyst loading, a wide range of optically active dihydropyrimidinethiones (DHPMs) were obtained in high yields (up to 98%) with good to excellent enantioselectivities (up to 99% ee). The synthetic utility of this method was demonstrated by the synthesis of chiral precursors of three drugs, including (S)-Monastrol, (S)-L-771688 and (S)-SQ 32926.
Details
- Language :
- English
- ISSN :
- 1477-0539
- Volume :
- 10
- Issue :
- 22
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 22565820
- Full Text :
- https://doi.org/10.1039/c2ob25663k