The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane(SMILESS: C1(CC2=N[C@@H](C3=CC=CC=C3)CO2)=N[C@@H](C4=CC=CC=C4)CO1,cas:132098-59-0) is researched.Product Details of 676-96-0. The article 《Catalytic asymmetric heterogeneous aziridination of styrene using CuHY: effect of nitrene donor on enantioselectivity》 in relation to this compound, is published in Journal of the Chemical Society, Perkin Transactions 2. Let’s take a look at the latest research on this compound (cas:132098-59-0).
The copper-catalyzed aziridination of styrene with copper-exchanged zeolite Y (CuHY) and copper(II) triflate as catalysts is described in detail. Two nitrene donors, [N-(p-tolylsulfonyl)imino]phenyliodinane (PhI:NTs) and [N-(p-nitrophenylsulfonyl)imino]phenyliodinane (PhI:NNs) are compared. Modification of the CuHY catalyst with nonracemic bis(oxazolines) affords enantioselective heterogeneous catalysts; a range of chiral bis(oxazolines) were studied. The ratio of nitrene donor to styrene is shown to be an important factor controlling both the yield and ee of aziridine formed. The best results are obtained with PhI:NNs; ee, ≥ 90%, together with high yields (≥ 85%), can readily be achieved with this nitrene donor using acetonitrile as solvent. Addition of the nitrene donor over a period of time, rather than all at the start of the reaction, is shown to enhance the yield of the aziridine but to decrease the enantiomeric excess of the aziridine for both homogeneous and heterogeneous catalysts. Experiments in which the breakdown products of the nitrene donor, iodobenzene and the corresponding sulfonamide, are added at the start of the reaction show that a complex interplay exists at the copper active site between the reactants, products, chiral modifier and the solvent. The heterogeneous catalyst, CuHY, is found to give enhanced enantioselection for a range of bis(oxazolines) compared to the homogeneous catalyst; the effect is due to the confinement of the catalyst within the micropores of the zeolite.
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