Synthesis of (±)-oleocanthal via a tandem intramolecular Michael cyclization–HWE olefination

Tandem Michael addition/intramolecular isocyanide [3 + 2] cycloaddition: highly diastereoselective one pot synthesis of fused oxazolines.

A base-catalyzed tandem Michael addition/intramolecular isocyanide [3 + 2] cycloaddition of ethyl isocyanoacetate and Michael acceptors with tethered carbonyl groups is described. This reaction leads to the formation of fused oxazolines in a highly diastereoselective manner under very mild conditions.

Synthesis of functionalised 4H-quinolizin-4-ones via tandem Horner-Wadsworth-Emmons olefination/cyclisation.

4H-Quinolizin-4-ones are a unique class of heterocycle with valuable physicochemical properties and which are emerging as key pharmacophores for a range of biological targets. A tandem Horner-Wadsworth-Emmons olefination/cyclisation method has been developed to allow facile access to substituted 4H-quinolizin-4-ones encoded with a range of functional groups.

Total synthesis and structural reassignment of (+)-dictyosphaeric acid A: a tandem intramolecular Michael addition/alkene migration approach.

Enantioselective synthesis of 3-substituted 1,2-oxazinanes via organocatalytic intramolecular aza-Michael addition.

A highly enantioselective intramolecular 6-exo-trig aza-Michael addition was developed to afford chiral 3-substituted 1,2-oxazinanes in high yields (up to 99% yield) and good enantioselectivities (up to 98/2 er). These reactions were enabled by a quinine-derived primary-tertiary diamine as a catalyst and pentafluoropropionic acid (PFP) as a co-catalyst.

Intramolecular Michael addition reaction for the synthesis of benzylbutyrolactones.

A convenient synthesis of benzyl-gamma-butyrolactone derivatives via intramolecular Michael addition reaction of nitro-substituted aryl allyl beta-ketocarboxylates is reported. The method features simple operation, mild reaction conditions and high efficiency.