Toulot, S., Bonnin, Q., Comte, V. , Adriaenssens, L., Richard, P. and Le Gendre, P. (2013) A straightforward route to homoallyl-homocrotylamines promoted by a titanium complex. European Journal of Organic Chemistry, 2013 (4). pp. 736-741. ISSN 1434193X
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| Item Type: | Article |
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| Item Status: | Live Archive |
Abstract
�-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 © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
| Additional Information: | cited By 0 The final published version of this article can be accessed at https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201201262. Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim |
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| Keywords: | methadology |
| Subjects: | F Physical Sciences > F100 Chemistry |
| Divisions: | College of Science > School of Chemistry |
| ID Code: | 22738 |
| Deposited On: | 25 Jul 2018 10:31 |
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