Abstract

Commercially available (salen)Cr(III)Cl 4c and (salen)Co(II) 5a complexes were found to promote [4+2]cycloaddition of 1-methoxybuta-1,3-diene 1 to n-butyl glyoxylate 2, affording 6-substituted 2-methoxy-5,6-dihydro-2 H-pyrans 3 in good yield and with enantioselectivites of 70–90% ee. The catalyst 5a was also effective in the reaction of Danishefsky’s diene 6, piperylene 8 and 2,3-dimethylbuta-1,3-diene 10 with glyoxylate 2, however enantioselectivities were lower.

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