Please use this identifier to cite or link to this item:
|Title:||Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives||Authors:||Han, Zhiqiang
|Keywords:||DRNTU::Science::Chemistry::Organic chemistry||Issue Date:||2013||Source:||Han, Z., Yang, W., Tan, C. H., & Jiang, Z. (2013). Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives. Advanced Synthesis & Catalysis, 355(8), 1505-1511.||Series/Report no.:||Advanced synthesis & catalysis||Abstract:||The first organocatalytic Mannich reaction of 5H-oxazol-4-ones with various readily prepared aryl- and alkylsulfonimides has been developed. Two commercially available pseudoenantiomeric Cinchona alkaloids-derived tertiary amine/ureas have been demonstrated as the most efficient catalysts to access the opposite enantiomers of the Mannich products with equally excellent enantio- and diastereoselectivities. From the Mannich adducts, important α-methyl-α-hydroxy-β-amino acid derivatives, such as the α-methylated C-13 side chain of taxol and taxotere, can be conveniently prepared.||URI:||https://hdl.handle.net/10356/102543
|ISSN:||1615-4150||DOI:||http://dx.doi.org/10.1002/adsc.201300135||Rights:||© 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.||Fulltext Permission:||none||Fulltext Availability:||No Fulltext|
|Appears in Collections:||SPMS Journal Articles|
Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.