174953-28-7Relevant academic research and scientific papers
Novel chiral (salen)MnIII complexes containing a calix[4]arene unit as catalysts for enantioselective epoxidation reactions of (Z)-aryl alkenes
Amato, Maria E.,Ballistreri, Francesco P.,Pappalardo, Andrea,Tomaselli, Gaetano A.,Toscano, Rosa M.,Williams, David J.
, p. 3562 - 3570 (2005)
New asymmetric (salen)MnIII and UO2 complexes containing a calix[4]arene unit in the ligand framework were synthesized. The UO2 complexes were characterized by 1H-, 13C-, 2D TOCSY and T-ROESY NMR spectroscopy. Furthermore, the structure of one UO 2 complex was determined by single-crystal X-ray analysis. The data showed that UO2 complexes, which can be considered in first approximation models of the Mn=O oxidant active species, possess a chiral pocket and adopt relevant conformations for the selectivity of the oxygen transfer process. Epoxidation data of model alkenes with the MnIII complexes showed moderate ee values and were not conclusive in indicating that the calix[4]arene unit might be able to influence the selectivity by a molecular recognition mechanism. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
Asymmetric epoxidation of styrene derivatives by styrene monooxygenase from Pseudomonas sp. LQ26: Effects of α- And β-substituents
Lin, Hui,Liu, Yan,Wu, Zhong-Liu
experimental part, p. 134 - 137 (2011/04/27)
Recombinant Escherichia coli expressing a styrene monooxygenase, StyAB2, from Pseudomonas sp. LQ26 was applied to synthesize a range of chiral epoxides from conjugated styrene derivatives with excellent (>99%) enantioselectivity in most cases. The substrate preference was studied with a special focus on the steric effect of α- and β-substituents.
Enantioconvergent transformation of racemic cis-β-alkyl substituted styrene oxides to (R,R) threo diols by microsomal epoxide hydrolase catalysed hydrolysis
Bellucci, Giuseppe,Chiappe, Cinzia,Cordoni, Antonio
, p. 197 - 202 (2007/10/03)
Both enantiomers of cis-β-ethyl, β-n-propyl, β-n-butyl, and β-n-hexyl substituted styrene oxides undergo microsomal epoxide hydrolase catalysed hydration at the (S) carbon to give the corresponding (R, R) threo diols in a > 90% e.e. A complete kinetic resolution of the racemic epoxide is also obtained with the β-ethyl substituted substrate, but not with its higher homologues.
