3 years ago

α,β-Unsaturated Amides as Dipolarophiles: Catalytic Asymmetric exo-Selective 1,3-Dipolar Cycloaddition with Nitrones

α,β-Unsaturated Amides as Dipolarophiles: Catalytic Asymmetric exo-Selective 1,3-Dipolar Cycloaddition with Nitrones
Ming Zhang, Masakatsu Shibasaki, Naoya Kumagai
A highly endo-selective and enantioselective 1,3-dipolar cycloaddition of nitrones and α,β-unsaturated amides was manifested by indium catalyst decorated with chiral bishydroxamic acid ligands. The five-membered ring system of the product isooxazolines featuring the neighboring nitrogen and oxygen atoms are versatile chiral building blocks in synthetic organic chemistry, and the cover art represents the hypothetical molecular architecture composed of the five-membered heterocycles. More information can be found in the Communication by M. Zhang, N. Kumagai, and M. Shibasaki (DOI: 10.1002/chem.201702330).

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201703251

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