1153673-79-0Relevant academic research and scientific papers
Pt(IV)-catalyzed generation and [4+2]-cycloaddition reactions of o-quinone methides
Radomkit, Suttipol,Sarnpitak, Pakornwit,Tummatorn, Jumreang,Batsomboon, Paratchata,Ruchirawat, Somsak,Ploypradith, Poonsakdi
supporting information; experimental part, p. 3904 - 3914 (2011/06/22)
Novel intermolecular and intramolecular generations of ortho-quinone methides and their formal [4+2]-cycloaddition reactions with olefins catalyzed by PtCl4 and AuCl3 under mild conditions have been developed. Good to excellent yields (up to 99%) and diastereoselectivity (up to >99:1) of the chromans were obtained. PtCl4 was found to be effective and compatible with various functional groups present in the substrates. A mechanism accounting for its catalytic cycle is proposed and discussed.
Generation of ortho-quinone methides by p-TsOH on silica and their hetero-Diels-Alder reactions with styrenes
Batsomboon, Paratchata,Phakhodee, Wong,Ruchirawat, Somsak,Ploypradith, Poonsakdi
supporting information; experimental part, p. 4009 - 4012 (2009/10/14)
(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).
