87619-20-3Relevant articles and documents
REACTIONS OF ALLENE-1,3-DICARBOXYLIC ESTERS AND ACIDS. PART 3. NEW CHROMENE, CHROMONE, QUINOLONE, α-PYRONE AND COUMARIN SYNTHESES
Nixon, Neil S.,Scheinmann, Feodor,Suschitzky, John L.
, p. 3401 - 3448 (2007/10/02)
Allene-1,3-dicarboxylic esters and acids have been converted into chromenes, chromones, an α-pyrone and a coumarin by reactions with phenols and to quinolones by reaction with aniline derivatives.A novel chromene --> coumarin rearrangement is also reported.The E and Z stereochemistries of the products have been assigned by n.m.r. measurements.Steric and thermodynamic factors are discussed to account for stereocontrol in product formation.
