Tetrahedron p. 7063 - 7080 (1988)
Update date:2022-08-04
Topics:
Matsuda, Fuyuhiko
Tomiyoshi, Nobuya
Yanagiya, Mitsutoshi
Matsumoto, Takeshi
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.
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