1246736-87-7Relevant academic research and scientific papers
Cooperative Lewis acid-onium salt catalysis as tool for the desymmetrization of meso-epoxides
Broghammer, Florian,Brodbeck, Daniel,Junge, Thorsten,Peters, René
supporting information, p. 1156 - 1159 (2017/01/25)
Epoxide desymmetrizations by bromide are very rare despite the large synthetic potential of chiral bromohydrins. Herein we present a new concept for epoxide desymmetrizations in which a bifunctional Lewis acid/ammonium salt catalyst allows for efficient enantio-selective epoxide ring openings by Br. With acetylbromide as a Br source bromohydrin esters are formed.
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.
