The ene reaction between (1S)-β-pinene (8) and α-keto esters catalysed by Lewis acids is found to provide a high level of diastereocontrol. The resulting educts have been elaborated into a wide variety of α-hydroxy carboxylic acids with satisfactory yield and excellent optical purity.
G. Palmisano, I. Dosi, D. Monti and R. Pellegata, J. Chem. Soc., Perkin Trans. 1, 1990, 1875 DOI: 10.1039/P19900001875
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