Paratchata BatsomboonWong PhakhodeeSomsak RuchirawatPoonsakdi PloypradithChulabhorn Graduate InstituteChulabhorn Research InstituteThe Institute of Science and Technology for Research and Development, Mahidol University2018-09-132018-09-132009-05-15Journal of Organic Chemistry. Vol.74, No.10 (2009), 4009-4012002232632-s2.0-65949123776https://repository.li.mahidol.ac.th/handle/20.500.14594/27421(Chemical Equation Presented) 2-Arylchromans were readily prepared from the hetero-Diels-Alder reactions of styrenes with the ortho-quinone methides (o-QMs) which, in turn, were generated by treating the MOM-protected benzylacetate derivatives with p-TsOH immobilized on silica (PTS-Si) in toluene under mild conditions (0°C to rt). The corresponding chromans were obtained in moderate to excellent yields (42-97%) and in moderate to excellent diastereoselectivity (up to >99:1). © 2009 American Chemical Society.Mahidol UniversityChemistryGeneration of ortho-quinone methides by p-TsOH on silica and their hetero-Diels-Alder reactions with styrenesArticleSCOPUS10.1021/jo900504y