The direct asymmetric vinylogous aldol reaction of furanones with α-ketoesters: Access to chiral γ-Butenolides and glycerol derivatives
Type
Article
KAUST Department
Biological and Environmental Sciences and Engineering (BESE) DivisionChemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2011-01-11Online Publication Date
2011-01-11Print Publication Date
2011-02-18Permanent link to this record
http://hdl.handle.net/10754/561702Metadata
Show full item recordAbstract
Twice as good: The title reaction using the tryptophan-derived bifunctional organic catalyst 1 has been developed. The reported method led to the synthesis of chiral γ-substituted butenolides in excellent yields, with high diastereo- and enantioselectivities. Facile synthesis of chiral glycerol derivatives containing a tertiary hydroxy group has also been demonstrated. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.Citation
Luo, J., Wang, H., Han, X., Xu, L.-W., Kwiatkowski, J., Huang, K.-W., & Lu, Y. (2011). The Direct Asymmetric Vinylogous Aldol Reaction of Furanones with α-Ketoesters: Access to Chiral γ-Butenolides and Glycerol Derivatives. Angewandte Chemie International Edition, 50(8), 1861–1864. doi:10.1002/anie.201006316Sponsors
We thank the National University of Singapore and the Ministry of Education (MOE) of Singapore (R-143-000-362-112) for generous financial support.Publisher
WileyPubMed ID
21328657Relations
Is Supplemented By:- [Dataset]
Luo, J., Wang, H., Han, X., Xu, L.-W., Kwiatkowski, J., Huang, K.-W., & Lu, Y. (2011). CCDC 803555: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccvz543. DOI: 10.5517/ccvz543 HANDLE: 10754/624624