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- W2078280986 abstract "Conjugate addition of lithium (S)-N-benzyl-N-α-methylbenzylamide to a range of α,β-unsaturated Weinreb amides proceeds with high levels of diastereoselectivity (>95% de). The β-amino Weinreb amide products may be transformed into β-amino ketones via reactions with Grignard reagents, while treatment with DIBAL-H furnishes β-amino aldehydes. Trapping of the aldehyde via Wadsworth–Emmons reaction and subsequent manipulation offers an efficient route to homochiral δ-amino acid derivatives and 2-substituted piperidines. The application of this methodology for the synthesis of (S)-coniine is demonstrated." @default.
- W2078280986 created "2016-06-24" @default.
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- W2078280986 date "2004-01-01" @default.
- W2078280986 modified "2023-10-18" @default.
- W2078280986 title "Asymmetric synthesis and applications of β-amino Weinreb amides: asymmetric synthesis of (S)-coniine" @default.
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- W2078280986 doi "https://doi.org/10.1039/b402531h" @default.
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