Asymmetric hydrogenation of 4-alkoxy and 4-methyl derivatives of 2-pyrones to the corresponding dihydro- or tetrahydropyrones over cinchona-modified Pd/TiO2 is fast under ambient conditions and affords good yields and high ee. cis-Tetrahydropyrones are obtained with 98–99% de. The ee can be further increased by kinetic resolution.
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Huck et al. (2002) studied this question.
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