On the stereoselectivities of some hindered Diels–Alder reactions

Hoather, Hugh A.; Raftery, James; Yalavac, Irem; Thomas, Eric J.

doi:10.1016/j.tet.2015.04.101

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ChemInform Abstract: On the Stereoselectivities of Some Hindered Diels—Alder Reactions.

et al. 2015

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On the Stereoselectivities of Some Hindered Diels-Alder Reactions. -Both inter-and intramolecular Diels-Alder reactions of dienyl methyl fumarate [e.g. (I) and (III)] give cis-fused lactones with a methyl bearing quaternary centre as the major products because of the influence of the methyl substituent. A similar reaction of pyrrolinone (XII) gives mainly endo-product with two adjacent quaternary centres. -(HOATHER, H. A.; RAFTERY, J.; YALAVAC, I.; THOMAS*, E. J.; Tetrahedron 71 (2015) 24, 4124-4131, http://dx.doi.org/10.1016/j.tet.2015.04.101 ; Sch. Chem., Univ. Manchester, Manchester M13 9PL, UK; Eng.) -L. Grundl 39-097

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