First asymmetric synthesis of the cyclohexanone subunit of baconipyrones A and B. Revision of its structure
2004
Abstract
An asymmetric synthesis of the 3,5-dihydroxycyclohexanone subunit of baconipyrones A and B, as well as that of the hydroxydiketone subunit of baconipyrones C and D ((-)-(4S,6S)-4,6-dimethyl-5-hydroxynonan-3,7-dione), is described. Key steps include sulfur dioxide-induced additions of enoxysilanes to 1,3-dioxy-1,3-dienes, followed by retro-ene desulfitations (retro-ene elimination of SO2).
Details
Title
First asymmetric synthesis of the cyclohexanone subunit of baconipyrones A and B. Revision of its structure
Author(s)
Turks, M. ; Murcia, M. C. ; Scopelliti, R. ; Vogel, P.
Published in
Organic Letters
Volume
6
Issue
18
Pages
3031-3034
Date
2004
ISSN
1523-7060
Keywords
Note
EPFL, Lab Glycochem & Asymmet Synth, BCH, CH-1015 Lausanne, Switzerland.
Other identifier(s)
DAR: 5559
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Laboratories
LGSA
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2005-11-09