4.4 Article

A Novel Entry to 3,4,5-Trisubstituted 2-Pyrrolidones from Isoxazoline-N-oxides

Journal

SYNLETT
Volume 29, Issue 14, Pages 1871-1874

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1610213

Keywords

2-pyrrolidones; isoxazolines; reduction; C-H functionalization; azides

Funding

  1. Russian Foundation for Basic Research [6-33-01063, 17-33-80172_mol_ev]

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A novel strategy for the synthesis of stereochemically defined 3,4,5-trisubstituted 2-pyrrolidones was developed. The suggested approach involves reductive domino-type recyclization of 3-aminomethyl-substituted isoxazolines as a key stage. The latter are prepared via -C-H functionalization of readily available isoxazoline-N-oxides.

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