Palladium catalysed asymmetric alkylation of benzophenone Schiff base glycine esters in ionic liquids

Journal of Chemical Sciences

Jin Kyu Im¹  Minserk Cheong¹  Dae Won Kim¹  Hoon Sik Kim1¹  Dae Hyun Kim¹  Deb Kumar Mukherjee2² 

[1] Department of Chemistry and Research institute for Basic Sciences, Kyung Hee University, 1 Hoegi-Dong, Dongdaemun-Gu, Seoul 130-701, Republic of Korea$$;Department of Chemistry, Ramsaday College, Amta, Howrah 711401, India$$

关键词: Asymmetric alkylation;    Schiff base;    phase-transfer catalysis;    chiral ionic liquid.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Asymmetric alkyl substitution of various benzophenone Schiff base substrates under biphasic conditions proceeded using optically active Palladium(II) complexes. The corresponding products were obtained in high yields but with moderate enantiomeric excess (ee). Addition of specific ionic liquids to the reaction medium enhanced reactivity and selectivity for phase transfer catalytic (PTC) glycine alkylation. It has been found that there is an anionic influence of the ionic liquids that modify the steric environment around the enolate ion. A computer-assisted molecular design of enantioselective phase-transfer catalysis with the palladium complex and the ionic liquid has been done.

【 授权许可】

Unknown