912581-10-3Relevant academic research and scientific papers
Base-catalyzed intramolecular hydroamination of cyclohexa-2,5-dienes: Insights into the mechanism through DFT calculations and application to the total synthesis of epi-elwesine
Rousseau, Graldine,Lebeuf, Raph?l,Schenk, Kurt,Castet, Frdric,Robert, Frdric,Lais, Yannick
, p. 14771 - 14782 (2014)
The base-catalyzed intramolecular hydroamination of 1-ethylaminocyclohexa-2,5-dienes is described. The transformation proceeds through isomerization of the cyclohexa- 1,4-dienyl fragment into the corresponding conjugated 1,3- diene prior to the hydroamina
Palladium-Catalyzed Enantioselective Desymmetrizing Aza-Wacker Reaction: Development and Application to the Total Synthesis of (?)-Mesembrane and (+)-Crinane
Bao, Xu,Wang, Qian,Zhu, Jieping
supporting information, p. 1995 - 1999 (2018/01/27)
Reported is an unprecedented catalytic enantioselective desymmetrizing aza-Wacker reaction. In the presence of a catalytic amount of a newly developed Pd(CPA)2(MeCN)2 catalyst (CPA=chiral phosphoric acid), a pyrox ligand, and molecul
Desymmetrization of cyclohexa-2,5-dienes through a diastereoselective protonation-hydroamination cascade
Lebeuf, Raphael,Robert, Frederic,Schenk, Kurt,Landais, Yannick
, p. 4755 - 4758 (2007/10/03)
(Chemical Equation Presented) Intramolecular hydroamination of cyclohexa-2,5-dienes led with high selectivity to the corresponding bicyclic allylic amines. This study demonstrates that the reaction does not proceed through a direct hydroamination of one of the diastereotopic olefins but more likely involves a diastereoselective protonation of a pentadienyl anion, followed by addition of a lithium amide across the double bond of the resulting 1,3-diene, and is concluded by a highly regioselective protonation of the final allylic anion.
