201005-62-1Relevant academic research and scientific papers
Asymmetric hetero-Diels-Alder reactions of alkenyldihydrooxazoles. Synthesis of oxazolo[3,2-c]pyrimidines and related compounds
Elliott, Mark C.,Kruisvvijk, Elbertus
, p. 3157 - 3166 (2007/10/03)
Alkenyldihydrooxazoles undergo a highly diastereoselective formal aza-Diels-Alder reaction with aryl and arenesulfonyl isocyanates to give oxazolo[3,2-c]pyrimidines. Depending on the substitution pattern of the alkenyldihydrooxazole, these compounds may then undergo addition of a second equivalent of the isocyanate to give either tetrahydrooxazoIo[3,2-c]pyrimidine-8-carboxamides or octahydroazeto[2,3-7]oxazolo[3,2c]pyrimidines. The second addition is sensitive to steric and electronic factors, and can be prevented in some cases. The Royal Society of Chemistry 1999.
Highly diastereoselective hetero-Diels-Alder reactions of alkenyldihydrooxazoles as an approach to novel pyrimidine derivatives
Elliott, Mark C.,Kruiswijk, Elbertus
, p. 2311 - 2312 (2007/10/03)
Chiral 2-alkenyldihydrooxazoIes react with two equivalents of aryl and arylsulfonyl isocyanates to give chiral non-racemic dihydropyrimidone derivatives in high yield and with complete diastereocontrol.
