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Iridium-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones: enantioselective total synthesis of (-)-mesembrine.
- Source :
-
Organic letters [Org Lett] 2012 Dec 21; Vol. 14 (24), pp. 6158-61. Date of Electronic Publication: 2012 Dec 04. - Publication Year :
- 2012
-
Abstract
- A highly efficient asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones catalyzed by chiral spiro iridium complexes for the preparation of chiral 2-substituted allylic alcohols has been developed (ee up to 99.7%). This method provides a concise route to (-)-mesembrine (34% yield, 12 steps).
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 14
- Issue :
- 24
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 23210605
- Full Text :
- https://doi.org/10.1021/ol302842h