1334952-18-9Relevant academic research and scientific papers
Asymmetric FeII-Catalyzed Thia-Michael Addition Reaction to α,β-Unsaturated Oxazolidin-2-one Derivatives
Lauzon, Samuel,Keipour, Hoda,Gandon, Vincent,Ollevier, Thierry
, p. 6324 - 6327 (2017)
A highly enantioselective FeII-catalyzed thia-Michael addition to α,β-unsaturated carbonyl derivatives was developed. The scope of the reaction was demonstrated with a selection of aromatic, heterocyclic and aliphatic thiols, and various Michael acceptors. The corresponding β-thioethers were obtained in good to excellent yields (up to 98%) and moderate to excellent enantioselectivities (up to 96:4 er). Unusual hepta-coordination of the metal and chelation to α,β-unsaturated oxazolidin-2-one derivatives allowed the construction of a coherent model rationalizing the enantioselective event. DFT calculations support the proposed model for observed stereoselectivities.
Chiral squaramide-catalyzed enantioselective conjugate michael addition of various thiols to α,β-unsaturated n-acylated oxazolidin-2-ones
Dai, Le,Yang, Hongjun,Chen, Fener
experimental part, p. 5071 - 5076 (2011/10/13)
A highly enantioselective sulfa-Michael addition (SMA) of various thiols to α,β-unsaturated N-acylated oxazolidinones has been achieved with a chiral squaramide catalyst under very mild reaction conditions. In addition, the conversion of the β-thio-substi
