85708-35-6Relevant academic research and scientific papers
Total synthesis of pederin, a potent insect toxin: The efficient synthesis of the right half, (+)-benzoylpedamide
Takemura, Takahiro,Nishii, Yoshinori,Takahashi, Shunya,Kobayashi, Jun'ichi,Nakata, Tadashi
, p. 6359 - 6365 (2007/10/03)
A simple and efficient synthesis of (+)-benzoylpedamide, the right half of pederin, was achieved in 16 steps with a 35% overall yield from (S)-malic acid. The key steps include the SmI2-mediated intramolecular Reformatsky reaction, stereoselective allylation, the Sharpless asymmetric dihydroxylation, and amidation. The total synthesis of pederin was accomplished via coupling of the left and right halves.
REMOTE ACYCLIC STEREOCONTROL; CHIRAL SYNTHESIS OF (+)-PEDAMIDE
Matsumoto, Takeshi,Matsuda, Fuyuhiko,Hasegawa, Kazuo,Yanagiya, Mitsutoshi
, p. 2337 - 2344 (2007/10/02)
Synthesis of optically active pedamide (3), one of the tetrahydropyran moieties of the potent insect poison pederine (1), has been accomplished through a new, remote controlled asymmetric reduction of a ketone as key step.
