131700-29-3Relevant articles and documents
SPIRO-OXINDOLE MDM2 ANTAGONISTS
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, (2011/05/16)
Provided herein are compounds, compositions, and methods in the field of medicinal chemistry. The compounds and compositions provided herein relate to spiro-oxindoles which function as antagonists of the interaction between p53 and MDM2, and their use as
Enantioselective hydrolysis of functionalized 2,2-disubstituted oxiranes with bacterial epoxide hydrolases
Steinreiber, Andreas,Osprian, Ingrid,Mayer, Sandra F.,Orru, Romano V. A.,Faber, Kurt
, p. 3703 - 3711 (2007/10/03)
The biohydrolysis of 2,2-disubstituted oxiranes bearing various oxygen functional groups was investigated using the epoxide hydrolase activity of 11 bacterial strains. The results show that the activity and the selectivity strongly depend on the substrate structure and the biocatalyst. Whereas substrates possessing free hydroxyl groups were not transformed, their analogs, protected as ethers, were well accepted. This allowed the convenient modulation of the enantioselectivity by proper choice of the ether group according to size and polarity. It was found that the distance of the ether-oxygen to the stereogenic quaternary carbon center of the oxirane ring had a profound influence on the enantioselectivity, and several oxiranes were resolved with good to excellent selectivities. The enantiomerically enriched epoxides and vicinal diols thus obtained contain a useful 'synthetic handle' in their side chain, which allows their use as building blocks in asymmetric synthesis.
Pigments of Fungi, Part 16. Synthesis of Methyl (R)-(+)-Tetrahydro-2-methyl-5-oxo-2-furanacetate and its (S)-(-)-Antipode, Chiroptical References for Detatrmination of the Absolute Stereochemistry of Fungal Pre-anthraquinones.
Gill, Melvyn,Smrdel, Albin F.
, p. 453 - 464 (2007/10/02)
The (R)- and (S)-butanolides 7 and 9 are synthesised via asymmetric epoxidation from geraniol; the (R)-butanolide 7 is also obtained from (S)-citramalic acid.The butanolides 7 and 9 are valuable reference compounds for the determination of absolute stereochemistry in fungal and plant pre-anthraquinones.