Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Topics in Catalysis called Catalytic Asymmetric Heterogeneous Aziridination of Styrene Using CuHY/bis(oxazoline): Comments on the Factors Controlling Enantioselectivity, Author is Taylor, Sophia; Gullick, John; McMorn, Paul; Bethell, Donald; Bulman Page, Philip C.; Hancock, Frederick E.; King, Frank; Hutchings, Graham J., which mentions a compound: 132098-59-0, SMILESS is C1(CC2=N[C@@H](C3=CC=CC=C3)CO2)=N[C@@H](C4=CC=CC=C4)CO1, Molecular C19H18N2O2, Application In Synthesis of Bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)methane.
The copper-catalyzed aziridination of styrene is described using both heterogeneous, copper-exchanged zeolite HY, and homogeneous, copper (II) triflate catalysts using both [N-(p-tolylsulfonyl)imino]phenyliodinane (PhI=NTs) and [N-(p-nosylsulfonyl)imino]phenyliodinane (PhI=NNs) as nitrene donors. The key differences observed for the two catalysts when modified by chiral bis(oxazoline) ligands are discussed in detail. In particular, the heterogeneously catalyzed asym. reaction can give much higher enantioselection than the comparable homogeneously catalyzed reaction. The structure of the bis(oxazoline) ligand is the critical factor, and bis(oxazoline) ligands that are ineffective with the homogeneous catalysts are highly effective for the Cu2+ cation constrained within the zeolite micropores. The consequences of this observation for the design of chiral ligands for asym. heterogeneous catalysis are discussed. The effect of the degree of styrene conversion on the enantioselectivity is described in detail using PhI=NNs as a nitrene donor. The reaction shows a significant enhancement in ee with conversion at 25°C, and the possible origin of this effect is discussed.
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