Highly enantioselective synthesis of (E)-allylic alcohols |
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Authors: | Wu Hsyueh-Liang Wu Ping-Yu Uang Biing-Jiun |
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Institution: | Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan 300, Republic of China. |
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Abstract: | The asymmetric addition of alkenylzincs to aromatic and alpha-branched aliphatic aldehydes catalyzed by 1 generated the corresponding (E)-allylic alcohols with >95% ee and good to excellent chemical yields, especially >99.5% ee was observed in the case of 4-CF3-benzaldehyde. Notably, 1 is an effective ligand to catalyze the addition of disubstituted (R2 = R3 = ethyl) and bulky substituted (R2 = H, R3 = tert-butyl) alkenylzincs to benzaldehyde, affording the corresponding allylic alcohols both with 96% ee. |
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