960594-94-9Relevant academic research and scientific papers
A study of the reaction of n-BuLi with Ti(Oi-Pr)4 as a method to generate titanacyclopropane and titanacyclopropene species
Rassadin, Valentin A.,Six, Yvan
, p. 787 - 794 (2014/01/23)
The use of the combination of reagents Ti(Oi-Pr)4/n-BuLi, introduced by the group of J.J. Eisch in 2001, has only found a few applications so far, with sometimes conflicting observations. This article describes a study aimed at clarifying the nature, the stability and the reactivity of the active organometallic species involved. Reactions with CO2 and other trapping reagents reveal that it is generated within a few minutes at 0 C in THF, where it can be considered to be stable for 30 min. Most of our results are consistent with the expected titanacyclopropane nature of this reagent but some observations suggest that the chemistry at play may be more complicated.
Kulinkovich-type reactions of thioamides: Similar to those of carboxylic amides?
Augustowska, Ewelina,Boiron, Antoine,Deffit, Jerome,Six, Yvan
, p. 5031 - 5033 (2012/06/01)
The behaviour of thioamides under Kulinkovich-type conditions is compared with the known reactivity of carboxylic amides. Dramatic differences are disclosed. The Royal Society of Chemistry 2012.
Tactics for the asymmetric preparation of 2-azabicyclo[3.1.0]hexane and 2-azabicyclo[4.1.0]heptane scaffolds
Wolan, Andrzej,Soueidan, Mohamad,Chiaroni, Angèle,Retailleau, Pascal,Py, Sandrine,Six, Yvan
supporting information; experimental part, p. 2501 - 2504 (2011/06/10)
In this contribution, two methods are presented for the removal of benzyl-type protecting groups attached to the nitrogen atom of 2-azabicyclo[3.1.0]hexane and 2-azabicyclo[4.1.0]heptane systems. The first, based on the Polonovski reaction, is suitable for [3.1.0] systems. The second relies on an elimination process, starting from derivatives of O-methyl phenylglycinol, and is more general in terms of the substrates tolerated. Secondary bicyclic cyclopropylamines, including enantiomerically pure molecules, can thus be accessed. These compounds are then ready for further functionalisation.
Diastereoselective Ti-mediated preparation of bicyclic aminocyclopropanes from N-alkenyl amides
Madelaine, Claire,Buzas, Andrea K.,Kowalska-Six, Justyna A.,Six, Yvan,Crousse, Beno?t
supporting information; experimental part, p. 5367 - 5371 (2009/12/26)
Intramolecular Ti-mediated alkene-amide couplings of a range of N-alk-3-enyl amides fitted with a substituent at the homoallylic position are described. CF3-substituted compounds are suitable substrates and bicyclic aminocyclopropanes bearing a
