ABSTRACT
A Yb(OTf)3 catalyzed [1,3]-rearrangement of 3-alkenyl oxindoles was achieved, affording a variety of multifunctional 3-ylideneoxindoles with good yields and Z/E selectivities (64%-89% yield, 78 : 22->99 : 1 Z/E). Importantly, an operationally simple, one-pot sequential catalytic synthesis of 3-ylideneoxindoles was also developed. Additionally, a cross [1,3]-rearrangement experiment and nonracemic transformation were also carried out, which indicated a concerted rearrangement mechanism of this methodology.
ABSTRACT
An efficient enantioselective NMR analysis of atropisomeric quinolines in the promotion of chiral phosphoric acid is described, in which a variety of racemic 4-aryl quinolines were well-recognized with up to 0.17 ppm ΔΔδ value. Additionally, the optical purities of different nonracemic substrates could be evaluated fast via NMR analysis with high accuracy.
