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- W2953297032 abstract "Catalytic diazo decomposition of representative N-allylic-N-methyldiazoacetamides produced the corresponding intramolecular cyclopropanation products in good to excellent yields and with exceptional enantiocontrol. In the simplest case, with N-allyl-N-methyldiazoacetamide, catalysis by dirhodium(II) tetrakis[methyl 2-oxapyrrolidine-5(S)-carboxylate], Rh2(5(S)-MEPY)4, achieved the highest yield and enantioselectivity (93% ee). Dirhodium(II) tetrakis[methyl 2-oxo-1-(3-phenylpropanoyl)imidazolidin-4(S)-carboxylate], Rh2(4S)-MPPIM)4, was preferred for substituted N-allylic-N-methyldiazoacetamides from which 92−95% ee's were obtained in intramolecular cyclopropanation reactions (88−95% yields), even when the catalyst was employed in only 0.1 mol %. Competition with intramolecular dipolar cycloaddition was minimized with the use of N-methyldiazoacetamides relative to N-tert-butyldiazoacetamides." @default.
- W2953297032 created "2019-06-27" @default.
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- W2953297032 date "2010-08-05" @default.
- W2953297032 modified "2023-09-26" @default.
- W2953297032 title "ChemInform Abstract: Highly Enantioselective Intramolecular Cyclopropanation Reactions of N- Allylic-N-methyldiazoacetamides Catalyzed by Chiral Dirhodium(II) Carboxamidates." @default.
- W2953297032 cites W2085035488 @default.
- W2953297032 doi "https://doi.org/10.1002/chin.199631037" @default.
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