211116-79-9Relevant academic research and scientific papers
Phosphine-catalyzed enantioselective γ-addition of 3-substituted oxindoles to 2,3-butadienoates and 2-butynoates: Use of prochiral nucleophiles
Wang, Tianli,Yao, Weijun,Zhong, Fangrui,Pang, Guo Hao,Lu, Yixin
, p. 2964 - 2968 (2014/04/03)
The first phosphine-catalyzed enantioselective γ-addition with prochiral nucleophiles and 2,3-butadienoates as the reaction partners has been developed. Both 3-alkyl- and 3-aryl-substituted oxindoles could be employed in this process, which is catalyzed by a chiral phosphine that is derived from an amino acid, thus affording oxindoles that bear an all-carbon quaternary center at the 3-position in high yields and excellent enantioselectivity. The synthetic value of these γ-addition products was demonstrated by the formal total synthesis of two natural products and by the preparation of biologically relevant molecules and structural scaffolds.
An asymmetric hetero-claisen approach to 3-alkyl-3-aryloxindoles
Duguet, Nicolas,Slawin, Alexandra M.Z.,Smith, Andrew D.
supporting information; experimental part, p. 3858 - 3861 (2009/12/05)
The reaction of a chiral N-phenylnitrone derived from Garner's aldehyde with alkylarylketenes generates 3-alkyl-3-aryloxindoles directly in excellent yields and with good to excellent levels of enantioselectivity (up to 90% ee).
