1448049-58-8Relevant articles and documents
A straightforward route to homoallyl-homocrotylamines promoted by a titanium complex
Toulot, Stephanie,Bonnin, Quentin,Comte, Virginie,Adriaenssens, Louis,Richard, Philippe,Le Gendre, Pierre
, p. 736 - 741 (2013/03/14)
π-Allyltitanium complexes, generated in situ from 1,3-dienes and [Cp2TiH], react with benzotriazole derivatives to give homoallylic amines in good yields. Under similar conditions, triple cascade reactions (allyltitanation followed by cationic 2-aza-Cope rearrangement followed by a second allyltitanation) occur from bis(benzotriazolyl) compounds affording a straightforward route to homoallyl-(E)-homocrotylamines. A theoretical study provides further insight into the factors that govern the selectivity of this sequence of reactions. The titanium-promoted reductive coupling of 1,3-dienes with bis(benzotriazolyl) compounds as substrates led selectively to homoallyl-homocrotylamines through a triple cascade reaction (allyltitanation - cationic 2-aza-Cope rearrangement - allyltitanation). Copyright