214853-90-4Relevant academic research and scientific papers
Catalytic asymmetric synthesis of trans-configured β-lactones: Cooperation of Lewis acid and ion pair catalysis
Kull, Thomas,Cabrera, Jose,Peters, Rene
supporting information; experimental part, p. 9132 - 9139 (2010/09/15)
The development of the first trans-selective catalytic asymmetric [2+2] cyclocondensation of acyl halides with aliphatic aldehydes furnishing 3,4-disubstituted β-lactones is described. This work made use of a new strategy within the context of asymmetric dual activation catalysis: it combines the concepts of Lewis acid and organic aprotic ion pair catalysis in a single catalyst system. The methodology could also be applied to aromatic aldehydes and offers broad applicability (29 examples). The utility was further demonstrated by nucleophilic ringopening reactions that provide highly enantiomerically enriched anti-aldol products.
Practical enantioselective synthesis of β-lactones catalyzed by aluminum bissulfonamide complexes
Kull, Thomas,Peters, Rene
, p. 1647 - 1652 (2008/02/11)
The development of an efficient and practical aluminum-bissulfonamide complex catalyzed enantioselective formation of β-lactones by [2+2] cycloaddition of ketene (generated in situ from acetyl bromide by dehydrobromination) with various α-unbranched and -
Enantioselective β-lactone formation from ketene and aldehydes catalyzed by a chiral oxazaborolidine
Gnanadesikan, Vijay,Corey
, p. 4943 - 4945 (2007/10/03)
(Chemical Equation Presented) A novel catalytic system has been developed for the enantioselective synthesis of β-lactones from ketene and aldehydes.
Cinchona Alkaloid-Lewis Acid Catalyst Systems for Enantioselective Ketene-Aldehyde Cycloadditions
Zhu, Cheng,Shen, Xiaoqiang,Nelson, Scott G.
, p. 5352 - 5353 (2007/10/03)
Asymmetric cinchona alkaloid-catalyzed acid chloride-aldehyde cyclocondensation (AAC) reactions afford enantioenriched 4-substituted and 3,4-disubstituted β-lactones with near perfect absolute and relative stereocontrol. These reactions are characterized
