Title of article
A new approach to (±)-heritonin. The preparation of β-tetralones from allylsilanes and acid chlorides
Author/Authors
Silveira، نويسنده , , Claudio C. and Machado، نويسنده , , Alessandra and Braga، نويسنده , , Antonio L. and Lenardمo، نويسنده , , Eder Joمo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
4077
To page
4080
Abstract
A new method for the preparation of 4-alkyl-β-tetralones is described, by reaction of arylacetic acid chlorides with allylsilanes. Employing β-tetralone 5, the synthesis of (±)-heritonine and (±)-epi-heritonine, natural piscicides isolated from Heritiera littoralis, was achieved in four steps and 22% overall yield. The key step of this synthesis involved the selenocarbenium ion-mediated elaboration of the butenolide ring of the natural product.
Keywords
Heritonin , 2-Tetralones , Selenocarbenium ions , natural products
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1841663
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