American Chemical Society
Browse

α‑Nitro-α,β-Unsaturated Ketones: An Electrophilic Acyl Transfer Reagent in Catalytic Asymmetric Friedel–Crafts and Michael Reactions

Download (18.15 MB)
journal contribution
posted on 2019-08-15, 14:07 authored by Chandrakanta Parida, Rajendra Maity, Subas Chandra Sahoo, Subhas Chandra Pan
Herein, we introduce α-nitro-α,β-unsaturated ketones as efficient electrophilic acyl transfer reagents, and they were employed in Friedel–Crafts as well as in Michael reactions. The desired acyl transfer products of these reactions were obtained in high yields with high to excellent enantioselectivities with t-leucine-derived squaramide catalyst under mild reaction conditions. Few applications including a synthesis of the isoxazoline motif have been demonstrated.

History