Bis(oxazoline)·copper(I)-catalyzed enantioselective cyclopropanation of cinnamate esters with diazomethane
摘要:
Chiral bis(oxazoline)–copper(I) complexes were found to be effective catalysts for the enantioselective cyclopropanation reaction of trans-cinnamate esters exploiting an argon flow mediated diazomethane addition method. After optimization of the catalyst structure, good yields and enantiomeric excesses were obtained with electron-poor methyl cinnamate derivatives. Sterically demanding esters gave lower yields and enantioselectivities. The correlation between the product enantiopurities and the σ+ values of the aromatic para-substituents was shown to be linear in a Hammet-type plot.
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DOI:
10.1016/S0957-4166(03)00076-4
被引量:
年份:
2003
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