957770-76-2Relevant academic research and scientific papers
Mono thiomalonates as thioester enolate equivalents - Enantioselective 1,4-addition reactions to nitroolefins under mild conditions
Clerici, Paolo,Wennemers, Helma
supporting information; experimental part, p. 110 - 113 (2012/01/12)
Mono thiomalonates (MTMs) are introduced as thioester enolate equivalents. Asymmetric organocatalyzed conjugate addition reactions to nitroolefins proceed under mild conditions to afford synthetically useful γ-nitrothioesters with excellent yields and ena
Mimicry of polyketide synthases - Enantioselective 1,4-addition reactions of malonic acid half-thioesters to nitroolefins
Lubkoll, Jana,Wennemers, Helma
, p. 6841 - 6844 (2008/09/17)
Bifunctionality is the key for mimicking the active site of polyketide synthases with synthetic metal-free organocatalysts (see picture). Cinchona alkaloid derivatives bearing both a basic site and a urea moiety catalyze conjugate enantioselective addition reactions of malonic acid half thioesters (MAHTs) to nitroolefins with up to quantitative yields and selectivities up to 90% ee. (Chemical Equation Presented).
