Volume 31, Issue 25
Heterocyclic Compounds
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ChemInform Abstract: Asymmetric Hetero-Diels—Alder Reaction of Glyoxylate Esters and Danishefsky′s Diene Catalyzed by Chiral Bis(oxazoline)—Lanthanoid Complexes.

Changtao Qian

Changtao Qian

Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China

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Longcheng Wang

Longcheng Wang

Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China

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First published: 07 June 2010

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.

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