111533-97-2Relevant academic research and scientific papers
DIELS-ALDER CYCLOADDITIONS OF CHIRAL BUTENOLIDES WITH BUTADIENE AND ISOPRENE: DIASTEREOFACIAL SELECTIVITY AND REGIOSELECTIVITY
Ortuno, Rosa M.,Ballesteros, Montserrat,Corbera, Jordi,Sanchez-Ferrando, Francisco,Font, Josep
, p. 1711 - 1720 (1988)
Chiral butenolides react with butandiene at 210 deg C giving optically active bicyclic compounds wiht excellent diastereoselectivity, in good yields.Optical purity of the adducts has been verified either by chemical correlation and/or by the use of Eu(hfc
CHIRAL BUTENOLIDES IN DIELS-ALDER CYCLOADDITIONS WITH ISOPRENE AND CYCLOPENTADIENE
Ortuno, Rosa M.,Batllori, Rosa,Ballesteros, Montserrat,Monsalvatje, Montserrat,Corbera, Jordi,et al.
, p. 3405 - 3408 (2007/10/02)
Chiral α, β-butenolides react with isoprene at 125-220 deg C giving a 1:1 mixture of Diels-Alder regioisomers, selectivity being dramatically increased by the use of AlCl3 as catalyst.While these butenolides give no reaction with furan even in the presenceof catalysts, they react smoothly with cyclopentadiene, endo/exo selectivity being temperature dependent.
