548488-27-3Relevant academic research and scientific papers
Rhodium-Catalyzed Addition of Alkyltrifluoroborate Salts to Imines
Lee, Sumin,Lee, Woo Lim,Yun, Jaesook
, p. 2219 - 2222 (2015)
An efficient rhodium-catalyzed addition of potassium alkyltrifluoroborate salts to imines is presented. In this reaction, secondary alkyltrifluoroborate salts were coupled with N-sulfonylimines in the presence of bis[(1,5-cyclooctadiene)(hydroxy)rhodium] {[Rh(OH)(cod)]2} in good yields under mild reaction conditions, and the γ-amino ester products could be converted to β,γ-substituted lactams via cyclization. It was shown that the addition of enantiomerically enriched substrates to imines proceeded with excellent enantiospecificity and stereoretention without β-hydride elimination.
Synthesis, resolution and absolute configuration of trans 4,5-diphenyl-pyrrolidin-2-one: A possible chiral auxiliary
Escalante, Jaime,Gonzalez-Tototzin, Miguel A.
, p. 981 - 985 (2007/10/03)
β-Lactam (±)-N-benzyl-4-phenyl-azetidin-2-one rac-6a was converted into the γ-lactam (±)-trans-4,5-diphenyl-pyrrolidin-2-one rac-5 which was resolved via the preparation of diastereomers with N-phthalyl-L-alanine chloride or D-alanine chloride and its absolute configuration was determined by X-ray crystallographic analysis. This heterocycle has potential as a chiral γ-lactam in asymmetric induction due to the steric effects of its phenyl groups.
