ChemInform Abstract: Asymmetric Hetero-Diels—Alder Reaction of Glyoxylate Esters and Danishefsky′s Diene Catalyzed by Chiral Bis(oxazoline)—Lanthanoid Complexes.
Abstract
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ChemInform Abstract
Slow addition of Danishefsky′s diene (II) to a solution of glyoxylate esters (I) in the presence of catalytic lanthanoid triflate and a chiral bisoxazolidine catalyst yields chiral hetero-Diels—Alder products (III) after acidic treatment. The optimal conditions are presented in the scheme; the chiral ligand can be recovered in high yield.