Abstract

The synthesis of optically active Hagemann's esters was investigated. The starting materials in this approach were enamino esters ( R, Z)- 8, prepared through the condensation of keto ester 6 with ( R)-1-phenylethylamine 7. Michael addition reaction of the enamino esters ( R, Z)- 8 with methyl vinyl ketone gave the expected adducts 10 with good e.e.s of 93–96%. Subsequent annulation of the adducts furnished optically active Hagemann's esters.

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