91306-30-8Relevant articles and documents
Artemisinin tricyclic analogs: Role of a methyl group at C-5a
Zouhiri, Fatima,Desmaele, Didier,D'Angelo, Jean,Riche, Claude,Gay, Frederick,Ciceron, Liliane
, p. 2969 - 2972 (2007/10/03)
New artemisinin tricyclic analogs, bearing a methyl group at C-5a were synthetized through ozonation of vinylsilanes. Presence of such a substituent was detrimental to the antimalarial activity of these trioxanes, thus reinforcing the hypothesis that tight hemin-trioxane complexes are involved in the activation phase of these compounds.
Chiral 2,2-Disubstituted Cyclohexanones; Annulation via Claisen Rearrangement Products
Grattan, T. J.,Whitehurst, J. S.
, p. 11 - 18 (2007/10/02)
The methyl enol ether of 2-methylcyclohexanone reacts regiospecifically with the optical active forms of but-3-yn-2-ol and but-3-en-2-ol. (R)-But-3-yn-2-ol yields an approximately 4:1 mixture of (R)-2-methyl-2-(R-buta-1,2-dienyl)cyclohexanone and the corresponding SR compound.By contrast the but-3-en-2-ol reaction is ca. 96percent enantioselective; (R)-but-3-en-2-ol gives (R)-2-(trans-but-2-enyl)-2-methylcyclohexanone and (S)-but-3-en-2-ol gives the corresponding (S)-cyclohexanone.These Claisen rearrangement products have been transformed into Robinson-type annulated ketones.Cleavage of some highly hindered esters has been carried out efficiently by sodium methylsulphinyl-methanide in dimethyl sulphoxide.
Enantioselective Synthesis of Quaternary Carbon Centers trough Michael-Type Alkylation of Chiral Imines
Pfau, Michel,Revial, Gilbert,Guingant, Andre,d'Angelo, Jean
, p. 273 - 274 (2007/10/02)
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