73045-42-8Relevant academic research and scientific papers
Biomimetic Approach toward the Total Synthesis of rac-2-(Acylmethylene)pyrrolidine Alkaloids
Shih, Yu-Chiao,Tsai, Pei-Hua,Hsu, Chia-Chun,Chang, Chih-Wei,Jhong, Yuandong,Chen, Yun-Chung,Chien, Tun-Cheng
, p. 6669 - 6678 (2015/10/06)
2-(Acylmethylene)pyrrolidine derivatives were synthesized via intermolecular decarbonylative Mannich reaction from various methyl ketones and 1-alkyl-1-pyrroliniums, generated in situ from 1-alkylprolines. This approach mimics the biosynthetic pathway and provides a direct access to a series of 2-(acylmethylene)pyrrolidine alkaloids, including hygrine, N-methylruspolinone, dehydrodarlinine, and ruspolinone.
THE STEREOCHEMISTRY OF NITRONE-DIENE CYCLOADDITIONS. SYNTHESIS OF THE ALKALOIDS OF DARLINGIA DARLINGIANA
Tufariello, J. J.,Puglis, J. M.
, p. 1265 - 1268 (2007/10/02)
The stereochemical outcome of the reactions of cyclic nitrones with (E)-1-phenyl-1,3-butadiene has been explored.The synthesis of darlinine, epidarlinine, tetrahydrodarlingianine, and dehydrodarlinine have been accomplished.
THE APPLICATION OF THE SULPHIDE CONTRACTION TO THE SYNTHESIS OF SOME SIMPLE PYRROLIDINE ALKALOIDS
Ghirlando, Rodolfo,Howard, Arthur S.,Katz, Ruth B.,Michael, Joseph P.
, p. 2879 - 2884 (2007/10/02)
The alkaloids (+/-)-hygrine, (+/-)-dehydrodarlinine, (+/-)-dehydrodarlingianine, and (+/-)-N-methylruspolinone have been synthesised by selective reduction of vinylogous amides formed by sulphide contraction of the salts prepared by reaction of N-methyl-2
