Chirality transfer during alkylation of chiral amides

Chirality transfer during alkylation of chiral amides

Chiral amides derived from O-methyl mandelic acid and achiral amines underwent enantioselective alpha-methylation on treatment with LTMP followed by addition of methyl iodide; chirality transfer from an undeprotonated chiral amide into an achiral enolate in a mixed aggregate is supposed to be respon...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2003-01 (1), p.162-163
Hauptverfasser: Kawabata, Takeo, Oztürk, Orhan, Chen, Jianyong, Fuji, Kaoru
Format: Artikel
Sprache:eng
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Zusammenfassung:Chiral amides derived from O-methyl mandelic acid and achiral amines underwent enantioselective alpha-methylation on treatment with LTMP followed by addition of methyl iodide; chirality transfer from an undeprotonated chiral amide into an achiral enolate in a mixed aggregate is supposed to be responsible for the asymmetric induction.
ISSN:1359-7345
1364-548X
DOI:10.1039/b209736b