Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties
Autor: | Hao-Peng Lv, Zheng Wang, Hao-Di Yang, Xing-Wang Wang, Bai-Lin Wang, Xiao-Peng Yang |
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Rok vydání: | 2021 |
Předmět: |
Sulfonyl
chemistry.chemical_classification Isothiazole Phosphoramidite Denticity 010405 organic chemistry Chemistry Organic Chemistry 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Cycloaddition 0104 chemical sciences Catalysis chemistry.chemical_compound Physical and Theoretical Chemistry |
Zdroj: | Organic Letters. 23:4715-4720 |
ISSN: | 1523-7052 1523-7060 |
DOI: | 10.1021/acs.orglett.1c01411 |
Popis: | An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee). |
Databáze: | OpenAIRE |
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