Palladium‐Catalyzed Decarboxylative Cycloaddition of Vinylethylene Carbonates with Formaldehyde: Enantioselective Construction of Tertiary Vinylglycols |
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| Authors: | Ajmal Khan Dr Renfeng Zheng Prof Dr Yuhe Kan Jiang Ye Juxiang Xing Prof Dr Yong Jian Zhang |
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| Affiliation: | 1. School of Chemistry and Chemical Engineering, and Shanghai Key Laboratory of Electrical Insulation and Thermal Aging, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240 (P. R. China);2. Jiangsu Key Laboratory for Chemistry of Low‐Dimensional, Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huaian 223300 (P. R. China) |
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| Abstract: | An efficient method for the enantioselective construction of tertiary vinylglycols through a palladium‐catalyzed asymmetric decarboxylative cycloaddition of vinylethylene carbonates with formaldehyde was developed. By using a palladium complex generated in situ from Pd2(dba)3]?CHCl3 and a phosphoramidite ligand as a catalyst under mild reaction conditions, the process allows conversion of racemic 4‐substituted 4‐vinyl‐1,3‐dioxolan‐2‐ones into the corresponding 1,3‐dioxolanes, as methylene acetal protected tertiary vinylglycols, in high yields with good to excellent enantioselectivities. |
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| Keywords: | alcohols asymmetric catalysis cycloaddition palladium synthetic methods |
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