1291082-19-3Relevant academic research and scientific papers
Weak arene C-h×××o hydrogen bonding in palladium-catalyzed arylation and vinylation of lactones
Huang, Zhiyan,Chen, Zuliang,Lim, Li Hui,Quang, Gia Chuong Phan,Hirao, Hajime,Zhou, Jianrong
supporting information, p. 5807 - 5812 (2013/07/05)
Weak force in action: In the title reaction, the palladium catalyst (see figure, left) uses weak CH×××O hydrogen bonding to control the absolute configuration of the new stereocenter. A similar palladium catalyst (right) used conventional NH×××O hydrogen bonding to guide stereoselection. Copyright
Steering reaction pathways: From benzyl Claisen rearrangements to powerful ionic shifts
Valerio, Viviana,Madelaine, Claire,Maulide, Nuno
supporting information; experimental part, p. 4742 - 4745 (2011/05/19)
Take a walk on the wild side: A novel benzyl Claisen cascade rearrangement of keteniminium salts is described. The reaction leads to α-arylated lactones under metal-free conditions (top scheme; Tf=trifluoromethanesulfonyl). It is further demonstrated that the cationic intermediates involved can be steered away from pericyclic reaction manifolds into powerful ionic shifts through reaction design (bottom scheme). Copyright
Regioselective hydroformylation of allylic alcohols
Lightburn, Thomas E.,De Paolis, Omar A.,Cheng, Ka H.,Tan, Kian L.
, p. 2686 - 2689 (2011/06/28)
A highly regioselective hydroformylation of allylic alcohols is reported toward the synthesis of β-hydroxy-acid and aldehyde products. The selectivity is achieved through the use of a ligand that reversibly binds to alcohols in situ, allowing for a directed hydroformylation to occur. The application to trisubstituted olefins was also demonstrated, which yields a single diastereomer product consistent with a stereospecific addition of CO and hydrogen.
