Bulletin of the Chemical Society of Japan · 1991 · 30 citations · 10 references
Natural SciencesChemistryGreen ChemistryOrganic ChemistryOrganometallic ChemistryHeterocyclic ChemistryOrganic SynthesisHeterocyclic ReactivityRing-forming ReactionsStructure-reactivity Relationships
Abstract The reactions of 1,1-disubstituted ethenes with acetoacetamide or N-substituted acetoacetamides, and molecular oxygen in the presence of manganese(III) acetate gave a mixture of c-4- and t-4-carbamoyl-3-methyl-1,2-dioxan-r-3-ols in good yields. Effects of substituents in the alkenes as well as in the carbamoyl group in the acetoacetamides were observed. Stereochemistry and the reactivity of the 4-carbamoyl-3-methyl-1,2-dioxan-3-ols are discussed.
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Shin-ichi Tategami, Takashi Yamada, Hiroshi Nishino et al. · Tetrahedron Letters · 1990 · 73 citations