4.8 Article

Enantioselective Synthesis of Isoxazoline N-Oxides via Pd-Catalyzed Asymmetric Allylic Cycloaddition of Nitro-Containing Allylic Carbonates

Journal

ORGANIC LETTERS
Volume 21, Issue 22, Pages 9045-9049

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03443

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Funding

  1. Natural Science Foundation of China [21871179, 21572130]
  2. Shanghai Jiao Tong University

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A useful method for the enantioselective preparation of isoxazoline N-oxides via Pd-catalyzed asymmetric allylic cycloaddition of nitro-containing allylic carbonates has been developed. By using palladium complex in situ generated from Pd-2(dba)(3)center dot CHCl3 and phosphoramidite L2 as a catalyst under mild conditions, the transformation afforded vinylated isoxazoline N-oxides in high yields with acceptably high enantioselectivities.

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