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J Org Chem ; 80(4): 2037-41, 2015 Feb 20.
Article in English | MEDLINE | ID: mdl-25621816

ABSTRACT

An asymmetric Diels-Alder reaction of 2,4-dienols and methyl acrylate utilizing a chiral Zn(II)/Mg(II) bimetallic template with low catalyst loading was successfully achieved. The bimetallic Lewis acid template derived from (R)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol catalyzed the Diels-Alder reaction in the presence of molecular sieves 4 Što afford various functionalized bicyclic γ-lactones with high enantiomeric purities.


Subject(s)
Bridged Bicyclo Compounds, Heterocyclic/chemical synthesis , Lactones/chemical synthesis , Lewis Acids/chemistry , Organometallic Compounds/chemistry , Bridged Bicyclo Compounds, Heterocyclic/chemistry , Catalysis , Lactones/chemistry , Magnesium/chemistry , Molecular Structure , Zinc/chemistry
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