119638-96-9Relevant academic research and scientific papers
Direct NMR assay of the enantiomeric purity of chiral β-hydroxy esters by using quinine as chiral solvating agent
Uccello-Barretta,Pini,Mastantuono,Salvadori
, p. 1965 - 1972 (1995)
The use of quinine as a chiral solvating agent for NMR spectroscopy affords a general method for the enantiomeric purity determination of β-hydroxyesters. The ester group represents the most suitable probe for the measurements, which can be optimized by varying the molar ratio ester/quinine, the total concentration or the temperature.
Paracyclophane-based carbene-copper catalyst tuned by transannular electronic effects for asymmetric boration
Chen, Jianqiang,Duan, Wenzeng,Chen, Zhen,Ma, Manyuan,Song, Chun,Ma, Yudao
, p. 75144 - 75151 (2016/08/24)
A series of planar chiral carbene-copper complexes based on the [2.2]paracyclophane backbone with a pseudo-ortho substitution pattern have been synthesized and applied to asymmetric β-boration of α,β-unsaturated esters. As a result, transannular electronic effects of the substituent of the chiral catalyst have significant influence on the catalytic performance. A variety of chiral β-hydroxyl esters were obtained in excellent enantioselectivities (up to 97% ee) and yields (up to 99%).
Synthesis of pyridines by carbenoid-mediated ring opening of 2H-azirines
Loy, Nicole S. Y.,Singh, Alok,Xu, Xianxiu,Park, Cheol-Min
supporting information, p. 2212 - 2216 (2013/04/10)
Roaming the range: The title reaction tolerates a wide range of substituents on the resulting pyridine ring using mild reaction conditions (see scheme; esp=α,α,α′,α′-tetramethyl-1,3- benzenedipropionic acid). The formation of the key intermediate is catal
Titanium-catalyzed Reformatsky-type reaction
Sgreccia, Laura,Bandini, Marco,Morganti, Stefano,Quintavalla, Arianna,Umani-Ronchi, Achille,Cozzi, Pier Giorgio
, p. 3191 - 3197 (2008/02/08)
A catalytic titanium mediated Reformatsky reaction is presented. The technique employs cyclopentadienyltitaniumdichloride(IV) (10 mol%) in conjunction with Mn (2 equiv.), as the stoichiometric reductant, and (CF3CO)2O (1.5 equiv.), a
Highly enantioselective routes to Darzens and acetate aldol products from achiral aldehydes and t-butyl bromoacetate
Corey,Choi
, p. 2857 - 2860 (2007/10/02)
New methodology is described for the enantioselective coupling of t-butyl bromoacetate with aldehydes to give anti-α-bromo β-hydroxy esters (1), useful precursors of chiral glycidic esters (2), acetate aldols (3), β-amino acid esters (4) and α-amino acid
