126641-91-6Relevant academic research and scientific papers
A novel synthesis of the macrocyclic spermidine alkaloid (+)-(S)-dihydroperiphylline
Sergeyev, Sergey A.,Hesse, Manfred
, p. 161 - 167 (2007/10/03)
A novel, short, and highly stereoselective synthesis of the macrocyclic spermidine alkaloid (+)-(S)-dihydroperiphylline (15) is described. The key synthetic steps were the stereoselective addition of the chiral amine 1 to the cinnamate 2 and cyclization o
Metal-Templated Macrolactamization of Triamino and Tetramino Esters. Facile Synthesis of Macrocyclic Spermidine and Spermine Alkaloids, (S)-(+)-Dihydroperiphylline, (±)-Buchnerine, (±)-Verbacine, (±)-Verbaskine, and (±)-Verbascenine
Kuroki, Yoshichika,Ishihara, Kazuaki,Hanaki, Naoyuki,Ohara, Suguru,Yamamoto, Hisashi
, p. 1221 - 1230 (2007/10/03)
The total synthesis of spermidine and spermine alkaloids. (S)-(+)-dihydroperiphylline (1), (±)-buchnerine (2), (±)-verbacine (3), (±)-verbaskine (4), and (±)-verbascenine (5), is described. The construction of macrocyclic lactams has been efficiently accomplished by the metal-templated cyclization of triamino esters and tetraamino esters. It was also found that the antimony(III) ethoxide is useful as an intermolecular amidation catalyst.
ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-(S)-DIHYDROPERIPHYLLINE
Kaseda, Takehiko,Kikuchi, Toyohiko,Kibayashi, Chihiro
, p. 4539 - 4542 (2007/10/02)
The first enantioselective total synthesis of (+)-(S)-dihydroperiphylline was achieved from (S)-β-phenyl-β-alanine, prepared by chelation controlled phenylation of the Schiff base, by a new route involving 13-membered lactam formation via iminium cyclization.
