Title of article
Total synthesis of pederin, a potent insect toxin: the efficient synthesis of the right half, (+)-benzoylpedamide
Author/Authors
Takahiro Takemura، نويسنده , , Yoshinori Nishii، نويسنده , , Shunya Takahashi، نويسنده , , Junichi Kobayashi، نويسنده , , Tadashi Nakata، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
7
From page
6359
To page
6365
Abstract
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.
Keywords
Allylation , Reformatsky reaction , Sharpless asymmetric dihydroxylation , Samarium diiodide
Journal title
Tetrahedron
Serial Year
2002
Journal title
Tetrahedron
Record number
1083332
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