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- W2023874741 endingPage "6108" @default.
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- W2023874741 abstract "The deprotonation of (R)- or (S)-1-phenylethyl N,N-diisopropylcarbamate with s-butyllithium/TMEDA in unpolar solvents (e.g. ether or hexane) at −78°C produces configurationally stable ion pairs which are substituted stereospecifically by different electrophiles. In several examples, complete stereoretention or inversion, respectively, was achieved. Electrophiles, which have an energetically low LUMO, such as acid chlorides, heterocumulenes and trialkyltin chlorides prefer antarafacial attack. If the leaving group has a high tendency to interact with the lithium cation, such as in esters, suprafacial substitution with retention takes place." @default.
- W2023874741 created "2016-06-24" @default.
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- W2023874741 creator A5048165907 @default.
- W2023874741 date "1994-01-01" @default.
- W2023874741 modified "2023-10-15" @default.
- W2023874741 title "Generation of a configurationally stable, enantioenriched α-oxy-α-methylbenzyllithium: Stereodivergence of its electrophilic substitution" @default.
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- W2023874741 doi "https://doi.org/10.1016/s0040-4020(01)90461-2" @default.
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