87045-91-8Relevant academic research and scientific papers
Studies related to the synthesis of pederin. Part 2. Synthesis of pederol dibenzoate and benzoylpedamide
Willson, Timothy M.,Kocienski, Philip,Jarowicki, Krzysztof,Isaac, Kim,Hitchcock, Peter M.,Faller, Andrew,Campbell, Simon F.
, p. 1767 - 1782 (2007/10/02)
Syntheses of the ring B fragments (+)-pederol dibenzoate (2) and (±)-benzoylpedamide (3) of the insect toxin pederin (1) are described. An intramolecular directed aldol condensation was used to construct the tetrahydropyran ring in (+)-pederol dibenzoate
STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-PEDERINE
Matsuda, Fuyuhiko,Tomiyoshi, Nobuya,Yanagiya, Mitsutoshi,Matsumoto, Takeshi
, p. 7063 - 7080 (2007/10/02)
A mild one-pot method for the synthesis of acyclic N-(1-methoxyalkyl)amides starting from carboxylic acid and methyl imidates has been developed and applied to the first total synthesis of (+)-pederine (1), a potent insect poison.Furthermore, the stereocontrolled total synthesis of 1 was also achieved by employing acid catalyzed double alkoxy-exchange reaction of N-(1-methoxyalkyl)amide group as key step.
The Total Synthesis of (+/-)-Pederin
Willson, Timothy,Kocienski, Philip,Faller, Andrew,Campbell, Simon
, p. 106 - 108 (2007/10/02)
The conjugate addition of phenylselenomethyl-lithium to the α,β-unsaturated lactone (4) was a key step in a short synthesis of (+/-)-benzoylselenopederic acid (2); union of (2) and (+/-)-benzoylpedamide (3) by a modification of known procedures gave (+/-)-pederin (1).
