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Catalytic asymmetric (4 + 1) annulation of nitroalkenes with allylic acetates: stereoselective synthesis of isoxazoline N-oxides.

著者 Luo J , Chen R , Fan X , Gong J , Han J , He Z
Org Biomol Chem.2019 Jul 12 ; ():.
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An asymmetric (4 + 1) annulation of α-nitro cinnamates with Morita-Baylis-Hillman (MBH) acetates catalyzed by α-isocupreine is reported. It provides chiral isoxazoline N-oxides in moderate to good yields with 88-99% ee, and represents the first catalytic asymmetric (4 + 1) annulation of activated nitroalkenes with in situ generated ammonium ylides. It also affords a practical and efficient access to chiral isoxazoline N-oxides.
PMID: 31298257 [PubMed - as supplied by publisher]
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