Synthesis of Intermediate in the Two-Step Transformation of Pyrone to 4-Chromanone – DMAP as Catalyst

S.D. Burke, J.O.Saunders, C.W. Murtiashaw, J. Org. Chem., 46, 2425, (1981)

 

    

  1. 4-Methyl-6-hydroxy-2-pyrone in xylenes is heated under reflux in the presence of DMAP to afford the coumarochromanone (1) (42%, m.p. 153°C).

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Acylation

C-Acylation

O-Acylation

Rearrangement