Organocatalytic Michael addition–lactonisation of carboxylic acids using α,β-unsaturated trichloromethyl ketones as α,β-unsaturated ester equivalents

An organocatalytic asymmetric double Michael cascade reaction of unsaturated ketones and unsaturated pyrazolones: highly efficient synthesis of spiropyrazolone derivatives.

The first organocatalytic double Michael cascade reaction between unsaturated ketones and unsaturated pyrazolones has been developed which provides spiropyrazolone core structures containing two interval or three consecutive stereogenic centers with excellent diastereo- (>20:1) and enantioselectivities (up to 99% ee). Moreover, a pair of enantiomers and can be achieved via different catalysts.

Asymmetric Organocatalytic Reactions of α, β-Unsaturated Cyclic Ketones

The 1,4-conjugate addition of nucleophiles to α,β-unsaturated carbonyl compounds represents one fundamental bond-forming reaction in organic synthesis. The development of effective organocatalysts for the enantioselective conjugate addition of malonate, nitroalkane and other carbon and heteroatom nucleophiles to cycloenones constitutes an important research field and has been explored in recent...

Oxidative cleavage of unsaturated carboxylic acids (US)

Organocatalytic asymmetric Michael-type reaction between β,γ-unsaturated α-keto ester and α-nitro ketone.

A Michael-type reaction of β,γ-unsaturated α-keto ester and α-nitro ketone was established. With a thiourea catalyst derived from cinchona alkaloid, the reactions afford products in 47-94% yields with 68-96% ee.

Oxidative cleavage of unsaturated carboxylic acids (US CON)