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- W1968059388 abstract "1,3-Dipolar cycloadditions of racemic 3-substituted 1-butenes to nitrones derived from (-)- or (+)-menthone occurred via exo-approach of the alkene onto the nitrone’s less hindered face. This process afforded bicyclic spiroheterocycles as epimers, with selectivities £ 4:1, depending on the 3-substituent (R) on the alkene. The selectivity appeared to be influenced by hydrogen bonding (R = OH) or the bulkiness of the R group (R = OBz, Br), as a result of kinetic resolution. The cycloadducts obtained led, after a reductive step and cleavage of the chiral auxiliary, to enantiopure dihydroxylated non-natural amino acids in high overall yield." @default.
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- W1968059388 date "2006-11-23" @default.
- W1968059388 modified "2023-09-23" @default.
- W1968059388 title "Cycloadditions of Chiral Nitrones to Racemic 3-Substituted Butenes: A Direct Access with Kinetic Resolution to Enantiopure Dihydroxylated Amino Acids" @default.
- W1968059388 doi "https://doi.org/10.1055/s-2006-951534" @default.
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