Title of article
Efficient synthesis of beetle aggregation pheromone frontalin and its analogues
Author/Authors
Xiaobao Yang، نويسنده , , Shengjun Luo، نويسنده , , Chengwen Hua، نويسنده , , Hongbin Zhai، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
3
From page
8551
To page
8553
Abstract
(−)-Frontalin is an aggregation pheromone that has found application in selective exterminating of certain harmful insects. This paper discloses an expedite synthesis of (±)-frontalin from a symmetric molecule, 2,6-dimethyl-1,6-heptadiene, in 64% yield. The one-flask operation consists of double dihydroxylation, mono-cleavage, and acid-catalyzed intramolecular acetalation. Our unique strategy was also successfully applied to additional diene substrates such as and .
Keywords
intramolecular acetalation , Synthesis , aggregation pheromone , double dihydroxylation , frontalin
Journal title
Tetrahedron
Serial Year
2003
Journal title
Tetrahedron
Record number
1084409
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