154698-92-7Relevant articles and documents
Sulfur-assisted domino access to bicyclic dihydrofurans: Case study and early synthetic applications
Paolella, Concetta,D'Alonzo, Daniele,Palumbo, Giovanni,Guaragna, Annalisa
, p. 7825 - 7829 (2013)
A DDQ-mediated domino reaction (up to six steps in a single process) has been developed to selectively provide substituted dihydrofurans from a common starting material containing a cyclic bis-thioenol ether. Study of the reaction mechanism highlighted a role played by the sulfur-containing moiety in influencing reaction rate and stereoselectivity.
Direct anti Glycolate Aldol Reaction of Protected Chiral N-Hydroxyacetyl Thiazolidinethiones with Acetals Catalyzed by a Nickel(II) Complex
Romo, Juan Manuel,Romea, Pedro,Urpí, Fèlix
, p. 6296 - 6305 (2019/11/05)
The direct and stereocontrolled addition of (S)-4-isopropyl-N-(2-pivaloyloxyacetyl)-1,3-thiazolidine-2-thione to dialkyl acetals of aromatic and α,β-unsaturated aldehydes catalyzed by 2.5–5 mol-% of a nickel(II) complex permits the synthesis of diastereom
An efficient synthesis of the precursor of AI-2, the signalling molecule for inter-species quorum sensing
Ascenso, Osvaldo S.,Marques, Jo?o C.,Santos, Ana Rita,Xavier, Karina B.,Rita Ventura,Maycock, Christopher D.
experimental part, p. 1236 - 1241 (2011/03/22)
Autoinducer-2 (AI-2) is a signalling molecule for bacterial inter-species communication. A synthesis of (S)-4,5-dihydroxypentane-2,3-dione (DPD), the precursor of AI-2, is described starting from methyl glycolate. The key step was an asymmetric reduction of a ketone with (S)-Alpine borane. This new method was highly reproducible affording DPD for biological tests without contaminants. The biological activity was tested with the previously available assays and compared with a new method using an Escherichia coli reporter strain thus avoiding the use of the pathogenic Salmonella reporter.
