Tetrahedron

Catalytic enantioselective [2+ 2]-cycloaddition reaction of 2-methoxycarbonyl-2-cyclopenten-1-one by chiral copper catalyst

Y Takenaka, H Ito, M Hasegawa, K Iguchi

Index: Takenaka, Yosuke; Ito, Hisanaka; Hasegawa, Mineki; Iguchi, Kazuo Tetrahedron, 2006 , vol. 62, # 14 p. 3380 - 3388

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Citation Number: 28

Abstract

A new catalytic system for enantioselective [2+ 2]-cycloaddition reaction of 2- methoxycarbonyl-2-cyclopenten-1-one with thioacetylene derivatives is described. The use of a catalytic amount (20–30mol%) of copper (II) salt with chiral bis-pyridine ligand was found to be effective in promoting the [2+ 2]-cycloaddition reaction, furnishing the corresponding bicyclic compound in good yield and good enantioselectivity.