Concise Synthesis of (+)-β-Benzyl γ-Butyrolactones from Butynediol

Concise Synthesis of (+)-β-Benzyl γ-Butyrolactones from Butynediol

Abstract The synthesis of optically active β-benzyl-γ-butyrolactones from butynediol via four transition metal catalysed reactions is reported. Key reactions are the hitherto unknown enantioselective hydrogenation of 2-benzyl-2-buten-1,4-diols using Ir(I)-phosphinooxazoline catalysts and the regioco...

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Veröffentlicht in:Synlett 2002-01, Vol.2002 (1), p.77-80
Hauptverfasser: Kamlage, Stefan, Sefkow, Michael, Zimmermann, Nicole, Peter, Martin G.
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract The synthesis of optically active β-benzyl-γ-butyrolactones from butynediol via four transition metal catalysed reactions is reported. Key reactions are the hitherto unknown enantioselective hydrogenation of 2-benzyl-2-buten-1,4-diols using Ir(I)-phosphinooxazoline catalysts and the regiocontrolled oxidation of the resulting 2-benzyl-1,4-butanediols to the β-substituted butyro-lactones.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2002-19339