942129-14-8Relevant articles and documents
2-Alkenoyl pyridine N-oxides, highly efficient dienophiles for the enantioselective Cu(II)-bis(oxazoline) catalyzed diels - Alder reaction
Barroso, Santiago,Blay, Gonzalo,Pedro, Jose R.
, p. 1983 - 1986 (2007)
2-Alkenoyl pyridine N-oxides are introduced as a new kind of efficient dienophiles for the Cu(II)-bis(oxazoline) (BOX) catalyzed enantioselective Diels-Alder reaction affording higher reactivity and enantioselectivity (ee's up to 96%) than the correspondi
Asymmetric FeII-Catalyzed Thia-Michael Addition Reaction to α,β-Unsaturated Oxazolidin-2-one Derivatives
Lauzon, Samuel,Keipour, Hoda,Gandon, Vincent,Ollevier, Thierry
supporting information, p. 6324 - 6327 (2017/12/08)
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.
Enantioselective Friedel-Crafts alkylation of pyrroles catalyzed by PYBOX-DIPH-Zn(II) complexes
Singh, Pradeep K.,Singh, Vinod K.
supporting information; experimental part, p. 80 - 83 (2010/03/03)
Chemical Equation Presented A highly enantioselective Friedel-Crafts alkylation of pyrroles with 2-enoylpyridine 2-oxides catalyzed by chiral PYBOX-DIPH-Zn(II) complexes has been developed. The catalyst offers substantial substrate scope and furnished alkylated pyrroles in excellent yields (up to 99%) and enantioselectivities (up to >99% ee).
