66997-64-6Relevant articles and documents
General enantioselective synthesis of butyrolactone natural products via ruthenium-SYNPHOS-catalyzed hydrogenation reactions
Blanc, Delphine,Madec, Jonathan,Popowyck, Florence,Ayad, Tahar,Phansavath, Phannarath,Ratovelomanana-Vidal, Virginie,Genet, Jean-Pierre
, p. 943 - 950 (2007)
Enantioselective syntheses of several paraconic acids have been achieved using catalyzed asymmetric hydrogenation of β-keto esters with SYNPHOS as a ligand. This strategy allowed the short synthesis of biologically active (-)-methylenolactocin 1, (-)-protolichesterinic acid 2, (-)-phaseolinic acid 3 and (+)-roccellaric acid 4.
N-heterocyclic carbene-catalyzed radical reactions for highly enantioselective β-hydroxylation of enals
Zhang, Yuexia,Du, Yu,Huang, Zhijian,Xu, Jianfeng,Wu, Xingxing,Wang, Yuhuang,Wang, Ming,Yang, Song,Webster, Richard D.,Chi, Yonggui Robin
supporting information, p. 2416 - 2419 (2015/03/04)
An N-heterocyclic carbene-catalyzed β-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to β-hydroxyl esters that are widely found in natural products and bioactive molecules.
An improved asymmetric Reformatsky reaction mediated by (-)-N,N-dimethylaminoisoborneol
Kloetzing, Ralf J.,Thaler, Tobias,Knochel, Paul
, p. 1125 - 1128 (2007/10/03)
(-)-N,N-Dimethylaminoisoborneol ((-)-DAIB) was found to be an excellent ligand for the enantioselective addition of Reformatsky reagents to aromatic and aliphatic aldehydes. Enantioselectivities up to 93% ee were obtained with sulfur-containing aldehydes.
