Stereoselective isomerisation of N-Allyl aziridines into geometrically stable Z enamines by using rhodium hydride catalysis
In the presence of rhodium(I) hydride catalysts, tertiary N-allylamines are known to isomerise into E enamines. In contrast, we have recently found that N-allylaziridines isomerise to form Z enamines. On the basis of literature data, the most likely mecha
Tsang, Derek S.,Yang, Sharon,Alphonse, France-Aimee,Yudin, Andrei K.
p. 886 - 894
(2008/09/21)
Unusual Selectivity of Unprotected Aziridines in Palladium-Catalyzed Allylic Amination Enables Facile Preparation of Branched Aziridines
Functionalized branched aziridines can be prepared in high yields and with high levels of regioselectivity using unprotected aziridines as nitrogen sources in palladium-catalyzed allylic amination. High levels of enantioselectivity can be achieved with BINAP on palladium. This methodology allows for strategic placement of an aziridine-containing fragment within a complex molecule environment for further elaboration. Copyright
Watson, Iain D. G.,Styler, Sarah A.,Yudin, Andrei K.
p. 5086 - 5087
(2007/10/03)
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