Abstract

Yb(OTf) 3 can catalyze the glyoxylate-ene reaction effectively as a water-stable and reusable catalyst. Moreover, the selectivity of DA product or ene product can be adjusted by solvents in the reaction of glyoxylates with a diene (isoprene). In the presence of chiral ytterbium complexes generated in situ from Yb(OTf) 3 and optical 6,6′-disubstituted binaphthols, methyl glyoxylate smoothly reacts with α-methyl styrene to afford α-hydroxyl esters in modest optical yields. © 1997 Elsevier Science Ltd.

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