Helvetica chimica acta

Asymmetric 1, 3??Dipolar Cycloadditions of 2??Diazocyclohexane??1, 3??diones and Alkyl Diazopyruvates

P Müller, S Chappellet

Index: Mueller, Paul; Chappellet, Sabrina Helvetica Chimica Acta, 2005 , vol. 88, # 5 p. 1010 - 1021

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Citation Number: 20

Abstract

Abstract The 1, 3-dipolar cycloaddition reactions of 2-diazocyclohexane-1, 3-dione (7a; Table 1) and of alkyl diazopyruvates (11a–e; Table 3) to 2, 3-dihydrofuran and other enol ethers have been investigated in the presence of chiral transition metal catalysts. With Rh II catalysts, the cycloadditions were not enantioselective, but those catalyzed by [Ru II Cl 2 (1a)] and [Ru II Cl 2 (1b)] proceeded with enantioselectivities of up to 58% and 74% ee, ...