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期刊论文

(1R,2R)-(—)-2-Dimethylamino-1-(4-nitrophenyl)-1,3-propanediol/L-proline cocatalyzed enantioselective Morita-Baylis-Hillman reaction

周正洪Hongying Tang Peng Gao Guofeng Zhao Zhenghong Zhou Liangnian He Chuchi Tang

Catalysis Communications 8 (2007) 1811-1814,-0001,():

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摘要/描述

(1R,2R)-(—)-2-Dimethylamino-1-(4-nitrophenyl)-1,3-propanediol (2) was prepared starting from the readily available precursor of antibiotics chloramphenicol. The combination of compound 2 and L-proline have been found to be an efficient cocatalyst for the asymmetric Morita-Baylis-Hillman (MBH) reaction between methyl vinyl ketone (MVK) and aromatic aldehydes. The corresponding adducts were formed in reasonable chemical yields with good enantioselectivities (up to 82% ee). Performance of parallel cocatalytic reactions with chiral amine 2 and the two enantiomers of proline revealed that it is the proline stereochemistry that determines the configuration of the newly formed chiral center.

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