Highly chemo- and enantioselective vinylogous aldol/cyclization cascade reaction to construct chiral 5,6-dihydropyran-2-ones |
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| Authors: | Zhen-Guo Zhang Jun-Hao Fu Feng Sha Xin-Yan Wu |
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| Affiliation: | Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, PR China |
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| Abstract: | An organocatalytic chemo- and enantioselective vinylogous aldol/cyclization cascade reaction between β,γ-unsaturated amides and β,γ-unsaturated α-keto esters was developed. With 5?mol% of chiral tertiary amine-thiourea catalyst C3, highly functionalized 5,6-dihydropyran-2-ones with a quaternary stereocenter were constructed in a straightforward manner with high yields (up to 99%) and excellent enantioselectivities (up to 98% ee). |
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| Keywords: | Asymmetric catalysis Cascade reaction Dihydropyranone Vinylogous reaction Organocatalysis |
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