N‐Acyliminium Ion Chemistry: Highly Efficient and Versatile Carbon–Carbon Bond Formation by Nucleophilic Substitution of Hydroxy Groups Catalyzed by Sn(NTf2)4
Identifieur interne : 000820 ( France/Analysis ); précédent : 000819; suivant : 000821N‐Acyliminium Ion Chemistry: Highly Efficient and Versatile Carbon–Carbon Bond Formation by Nucleophilic Substitution of Hydroxy Groups Catalyzed by Sn(NTf2)4
Auteurs : Raja Ben Thman [Tunisie] ; Radouane Affani ; Marie-José Tranchant ; Sylvain Antoniotti ; Vincent Dalla [France] ; Elisabet Du Ach [France]Source :
- Angewandte Chemie International Edition [ 1433-7851 ] ; 2010-01-18.
English descriptors
- KwdEn :
Abstract
Atom‐economical: Unmodified hemi‐N,O‐acetals are used in a catalytic, highly efficient α‐amidoalkylation of a broad range of carbon‐centered nucleophiles, including silicon‐based components, active methylene derivatives, electron‐rich arenes, and even simple ketones (see scheme). The reactions proceed in a highly efficient manner and typically require only 1 mol % of the Lewis superacidic reagent Sn(NTf2)4 as the catalyst.
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DOI: 10.1002/anie.200906036
Affiliations:
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<front><div type="abstract">Atom‐economical: Unmodified hemi‐N,O‐acetals are used in a catalytic, highly efficient α‐amidoalkylation of a broad range of carbon‐centered nucleophiles, including silicon‐based components, active methylene derivatives, electron‐rich arenes, and even simple ketones (see scheme). The reactions proceed in a highly efficient manner and typically require only 1 mol % of the Lewis superacidic reagent Sn(NTf2)4 as the catalyst.</div>
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