Heteroatom Influence on the π-Facial Selectivity of Diels-Alder Cycloadditions to 1-Oxa-4-thia-6-vinylspiro [4.5] dec-6-ene, 3-Methoxy-3-methyl-2-vinylcyclohexene, …

VK Yadav, G Senthil, KG Babu, M Parvez…

文献索引：Yadav, Veejendra K.; Senthil, Govindaraji; Babu, K. Ganesh; Parvez, Masood; Reid, Jennifer Lee Journal of Organic Chemistry, 2002 , vol. 67, # 4 p. 1109 - 1117

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被引用次数: 17

摘要

The facial selectivities of the Diels-Alder cycloadditions of several dienophiles to the title substrates were studied. The observed selectivities are interpreted as a consequence of the relative steric interactions offered by the substituents. The addition of dimethylacetylene dicarboxylate (DMAD) is influenced by the electrostatic repulsion arising from the interaction of an electron pair orbital on the acetal oxygen and the orthogonal π-orbital of the ...