Organic Letters · 2009 · 66 citations · 44 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySolid-state ChemistryDiversity-oriented SynthesisHeterocyclic ChemistryOrganic SynthesisSolid-phase SynthesisSolid-state SynthesisColumn ChromatographyPyrimidine ChemistrySolid-state Reaction Synthesis
A solid-state melt reaction (SSMR) has been demonstrated via a domino process for the synthesis of tetracyclic chromenopyran pyrimidinedione frameworks using Baylis-Hillman derivatives through in situ formation of an olefin followed by an intramolecular [4 + 2] cycloaddition reaction sequence. The tetracyclic frameworks were obtained without using catalyst and solvent in a highly stereoselective and stereospecific fashion. The isolated yield is excellent and does not require column chromatography purification to obtain the pure product.
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Hiroaki Mitsuya, Kent J. Weinhold, P A Furman et al. · Proceedings of the National Academy of Sciences · 1985 · 1.9K citations · Full text