Title of article
Total synthesis of haminol A: an analysis of vinylpyridine metathesis reactivity
Author/Authors
Daniel J. and Storvick، نويسنده , , Jennifer M. and Ankoudinova، نويسنده , , Evgenia and King، نويسنده , , Brianne R. and Van Epps، نويسنده , , Heather and O’Neil، نويسنده , , Gregory W.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
4
From page
5858
To page
5861
Abstract
The total synthesis of haminol A has been completed featuring a masked-alkene metathesis reaction followed by bis-acyloxysulfone elimination to install the 1,3,8-triene subunit. During the course of our synthesis, the metathesis reactivity of 3-vinylpyridine was evaluated and our data suggest the rapid formation of a ruthenium pyridylalkylidene that no longer participates in productive metathesis. A chemotaxis assay using Caenorhabditis elegans demonstrated that haminol A produced an avoidance response from this organism.
Keywords
?-Acyloxysulfones , Olefin metathesis , Pyridine metathesis , natural products , Alarm pheromones
Journal title
Tetrahedron Letters
Serial Year
2011
Journal title
Tetrahedron Letters
Record number
1879484
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