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- W2950763952 abstract "The first asymmetric Carroll rearrangement opens up an efficient access to highly functionalised ketones 4 and 7 with vicinal quaternary and tertiary stereogenic centres of excellent diastereo- and enantiomeric purity (de =89–96%, ee =82 to >98%) by using the SAMP/RAMP hydrazone methodology. Starting from hydrazones (S)-2, we describe a dianionic and a Lewis acid-mediated variant of the [3.3]-sigmatropic Carroll rearrangement. The relative and absolute configuration of the new stereogenic centres created by C–C bond formation were assigned by X-ray crystallographic analysis of the hydrazones 3h and 3j." @default.
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- W2950763952 date "2010-08-04" @default.
- W2950763952 modified "2023-09-25" @default.
- W2950763952 title "ChemInform Abstract: The First Asymmetric Carroll Rearrangement Diastereo- and Enantioselective Synthesis of Polyfunctional Ketones with Vicinal Quaternary and Tertiary Stereogenic Centers." @default.
- W2950763952 cites W2022065143 @default.
- W2950763952 doi "https://doi.org/10.1002/chin.199640055" @default.
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