1397644-03-9Relevant academic research and scientific papers
Catalytic enantioselective alkylation of sulfenate anions to chiral heterocyclic sulfoxides using halogenated pentanidium salts
Zong, Lili,Ban, Xu,Kee, Choon Wee,Tan, Choon-Hong
supporting information, p. 11849 - 11853 (2015/02/19)
We report halogenated pentanidiums as phasetransfer catalysts for the asymmetric alkylation of sulfenate anions to various sulfoxides with high enantio selectivities (up to 99% ee) and yields (up to 99%). This approach gives access to enantioenriched heterocyclic sulfoxides that might not be compatible with strong oxidants or organometallic reagents. Computational studies have revealed that the multiple non-covalent interactions such as halogen bonds and nonclassical hydrogen bonds are involved.
Pentanidium-catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
Yang, Yuanyong,Moinodeen, Farhana,Chin, Willy,Ma, Ting,Jiang, Zhiyong,Tan, Choon-Hong
, p. 4762 - 4765 (2013/01/15)
Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxide oxindole via reduction with enolates generated from the oxindoles.
