Asymmetric Allylation of 2-Oxocycloalkanecarboxylates

Abstract In this study, the highly enantioselective α-allylation of α-substituted β-ketoesters, particularly 2-oxocycloalkanecarboxylates, is achieved by synergistic catalysis with an achiral palladium complex and a chiral primary amino acid. Various α-allylated β-ketoesters containing a quaternary...

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Veröffentlicht in:Synthesis (Stuttgart) 2016-11, Vol.49 (6), p.1295-1300
Hauptverfasser: Yoshida, Masanori, Yano, Shohei, Hara, Shoji
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract In this study, the highly enantioselective α-allylation of α-substituted β-ketoesters, particularly 2-oxocycloalkanecarboxylates, is achieved by synergistic catalysis with an achiral palladium complex and a chiral primary amino acid. Various α-allylated β-ketoesters containing a quaternary carbon stereogenic center are synthesized in high yields (up to 97%) with excellent enantioselectivity (up to 99% ee).
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0036-1588095