544441-72-7Relevant academic research and scientific papers
(R)-DM-SEGPHOS-Ag(I)-Catalyzed Enantioselective Synthesis of Pyrrolidines and Pyrrolizidines via (1,3)- and Double (1,3)-Dipolar Cycloaddition Reactions
Ray, Sumit K.,Biswas, Rayhan G.,Suneja, Arun,Sadhu, Milon M.,Singh, Vinod K.
, p. 2293 - 2308 (2018)
An efficient diastereo- and enantioselective route to access a wide range of highly substituted pyrrolidine and pyrrolizidine derivatives has been described via (1,3)- and double (1,3)-dipolar cycloaddition reactions catalyzed by the (R)-DM-SEGPHOS-Ag(I) complex. The reactions proceed smoothly at ambient temperature, affording a variety of pyrrolidines and pyrrolizidines in high yields (up to 93%) with up to 99:1 dr and excellent enantioselectivities (up to 98% ee) without any additives. The newly synthesized pyrrolidine and pyrrolizidine derivatives contain four and seven contiguous stereogenic centers, respectively. Moreover, the synthetic utility of enantioenriched products has been demonstrated by transforming them into various synthetically useful advanced intermediates.
Cu(i)-Catalyzed asymmetric: Exo -selective synthesis of substituted pyrrolidines via a 1,3-dipolar cycloaddition reaction
Biswas, Rayhan G.,Ray, Sumit K.,Kannaujiya, Vinod K.,Unhale, Rajshekhar A.,Singh, Vinod K.
supporting information, p. 4685 - 4690 (2021/06/11)
An (R)-DM-BINAP/Cu(CH3CN)4BF4 complex catalyzed exo-selective asymmetric 1,3-dipolar cycloaddition (1,3-DCA) reaction of imino esters with α,β-unsaturated pyrazoleamides has been developed. A series of highly functionalized pyrrolidines with multiple stereogenic centers were obtained with good yields and diastereoselectivities and excellent enantioselectivities (up to 99% ee).
