Stereoselective synthesis of (−)-cytoxazone

The stereoselective synthesis of the cytokine modulator (−)-cytoxazone in enantiopure form is described. Key steps of the process are a syn-stereoselective aldol addition of a chiral ketone mediated by chlorodicyclohexylborane, and a Curtius rearrangement. The stereoselective synthesis of the cytoki...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2002-06, Vol.13 (9), p.1005-1010
Main Authors: Carda, Miguel, González, Florenci, Sánchez, Richard, Marco, J.Alberto
Format: Article
Language:English
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Summary:The stereoselective synthesis of the cytokine modulator (−)-cytoxazone in enantiopure form is described. Key steps of the process are a syn-stereoselective aldol addition of a chiral ketone mediated by chlorodicyclohexylborane, and a Curtius rearrangement. The stereoselective synthesis of the cytokine modulator (−)-cytoxazone (−)- 1 in enantiopure form is described. Key steps of the process are a syn-stereoselective aldol addition of a chiral ketone 6 mediated by chlorodicyclohexylborane, and a Curtius rearrangement.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00227-6