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Highly enantio- and diastereoselective vinylogous aldol reaction by LiCl-assisted BINOL-titanium species
Authors:Wang Guowei  Wang Baomin  Qi Shuai  Zhao Jinfeng  Zhou Yuhan  Qu Jingping
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.
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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