| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5280475 | Tetrahedron Letters | 2005 | 4 Pages |
Abstract
The Baylis-Hillman reaction between 2-(tert-butyldimethylsilyloxy)ethanal and 3-buten-2-one followed by desilylation gave rise to the corresponding α-methylene-β,γ-dihydroxy ketone further converted by reductive ozonolysis of the carbon-carbon double bond into racemic 4,5-dihydroxy-2,3-pentanedione (DPD), a significant molecule in bacterial cell-cell communication systems. The same sequence applied to other substrates allowed the preparation of chain elongated analogues and 5-O-acylated derivatives of DPD.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Marine Frezza, Laurent Soulère, Yves Queneau, Alain Doutheau,