Highly enantio- and diastereoselective vinylogous aldol reaction by LiCl-assisted BINOL-titanium species |
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Authors: | Wang Guowei Wang Baomin Qi Shuai Zhao Jinfeng Zhou Yuhan Qu Jingping |
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Affiliation: | State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, Dalian 116023, P. R. China. |
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Abstract: | The first highly enantio- and diastereoselective vinylogous aldol reaction between propionyl acetate-derived Brassard's diene and aldehydes was accomplished by titanium-lithium combined Lewis acid, affording δ-hydroxy-γ-methyl-β-methoxy acrylates. This methodology was utilized in convenient and concise construction of the polypropionate moiety in cystothiazole A and melithiazole C. |
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