2008
DOI: 10.1016/j.tet.2007.11.066
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Highly efficient, base-catalysed, intramolecular hydroamination of non-activated olefins

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Cited by 62 publications
(32 citation statements)
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“…4 Certain hydroamination reactions, particularly intramolecular cyclisation of aminoalkenes, can be catalysed by using alkali (earth) metal complexes such as n-BuLi and 40 metal amides. 5,6 As the application of such highly basic entities is not always desirable or practical, much research in the area has been directed towards the development of transition metal catalysts. Two mechanisms are often suggested for these, where C-N formation is triggered by the 45 activation of either the N-H or C=C moiety (Scheme 2).…”
Section: Introduction Scheme 1 Hydroamination Reactionsmentioning
confidence: 99%
“…4 Certain hydroamination reactions, particularly intramolecular cyclisation of aminoalkenes, can be catalysed by using alkali (earth) metal complexes such as n-BuLi and 40 metal amides. 5,6 As the application of such highly basic entities is not always desirable or practical, much research in the area has been directed towards the development of transition metal catalysts. Two mechanisms are often suggested for these, where C-N formation is triggered by the 45 activation of either the N-H or C=C moiety (Scheme 2).…”
Section: Introduction Scheme 1 Hydroamination Reactionsmentioning
confidence: 99%
“…[6] This last series of catalysts had already been described as active promoters for many years either in an intermolecular manner under harsh [7] or milder conditions, [8] or in an intramolecular fashion. [9] More recently, Ates [10] and Markó [11] demonstrated that non-activated primary and secondary aminopentene and aminohexene derivatives could be cyclised with small quantities of butyllithium, leading to the targeted products in high yields. Aminodienes have also been used as substrates for the inter-or intramolecular hydroamination reaction under milder conditions than those described for the transformation of terminal olefins.…”
mentioning
confidence: 99%
“…Molecule c , on the other hand, corresponds to the cis isomer, where these hydrogens are enantiotopic and thus magnetically equivalent (H p ), so that they are condensed in a single vertex in the CSS. This difference is in fact reflected in the corresponding 1 H NMR spectra, where one molecule presents a singlet ( c ), whereas the other presents two doublets (AB system) ( b ) …”
Section: Automatic Assignmentmentioning
confidence: 99%