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A regio-, diastereo-, and enantioselective [2 + 4] annulation reaction of cyclic 1-azadienes with γ-nitro ketones is reported. In the presence of a chiral tertiary amine, the annulation reaction proceeded… Click to show full abstract
A regio-, diastereo-, and enantioselective [2 + 4] annulation reaction of cyclic 1-azadienes with γ-nitro ketones is reported. In the presence of a chiral tertiary amine, the annulation reaction proceeded smoothly to furnish polysubstituted cyclohexanes in 43–95% yields with 80–98% ee via 3,4-addition. Notably, four consecutive stereocenters including one tetrasubstituted carbon stereocentre could be constructed in one-pot via this methodology.
Keywords:
organocatalytic regioselective;
annulation;
nitro ketones;
azadienes nitro;
cyclic azadienes;
enantioselective annulation
Journal Title: Organic chemistry frontiers
Year Published: 2017
Link to full text (if available)
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Journal Title: Organic chemistry frontiers
Year Published: 2017
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!