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Concise synthesis of (+)-β-benzyl γ-butyrolactones from butynediol

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Zimmermann,  N.
Research Department Pfalz, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Kamlage, S., Sefkow, M., Zimmermann, N., & Peter, M. G. (2002). Concise synthesis of (+)-β-benzyl γ-butyrolactones from butynediol. Synlett, (1), 77-80. doi:10.1055/s-2002-19339.


Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-9A33-0
Abstract
The synthesis of optically active beta-benzyl-gamma- 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 beta-substituted butyrolactones.