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- W2951736682 abstract "α‘,α‘- and β‘- Branched-O-alkyl α-(alkoxycarbonyl)-α-diazoacetates 1a,b and 2a,b were prepared. The regio- and chemoselectivities in the Rh(II)-catalyzed reaction of these compounds were studied. The model systems 1a,b showed that the reactivity of the ester-substituted Rh(II) carbenoid is responsive to the nature of the Rh(II) catalyst; rhodium(II) acetamide favored insertion into the tertiary C−H bond and rhodium(II) perfluorobutyrate favored insertion into the secondary C−H bond. We also found that the nature of the O-alkyl group in the ester moiety had no influence on the reactivity of the Rh(II) carbenoid. In more complex systems such as compounds 2, it was found that rhodium(II) acetate promoted insertion into tertiary C−H bonds. Intramolecular cyclopropanation, to give 3-oxabicyclo[5.1.0]octane and 3-oxabicyclo[6.1.0]nonane products, was found to be competitive with tertiary C−H insertion; it is favored when rhodium(II) perfluorobutyrate was used as the catalyst. The Rh(II)-catalyzed reaction of 3 ..." @default.
- W2951736682 created "2019-06-27" @default.
- W2951736682 creator A5015476308 @default.
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- W2951736682 date "2010-08-03" @default.
- W2951736682 modified "2023-09-26" @default.
- W2951736682 title "ChemInform Abstract: Rh(II)-Catalyzed Reaction of Some α′,α′- and β′- Branched-O-Alkyl α-(Alkoxycarbonyl)-α-diazoacetates." @default.
- W2951736682 cites W2395003628 @default.
- W2951736682 doi "https://doi.org/10.1002/chin.199739125" @default.
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