Activity and selectivity of DMAP derivatives in acylation reactions.pdf

Activity and selectivity of DMAP derivatives in acylation reactions

Evgeny Larionov

The main topic of this book is application of theoretical and experimental methods for the development of acylation catalysts based on the DMAP (4-dimethylaminopyridine) motif. The usefulness of the computational approach is demonstrated using examples from stereoselective catalysis (where the conformational properties of intermediates are relevant) and from the development of more active catalysts (where the relative stabilities of intermediates are relevant). First, a theoretical and experimental study of the structure-reactivity relationship of alcohol acetylation catalyzed by pyridine derivatives has been performed. The ground state model has then been applied to the computational design of photoswitchable pyridines as well as planar-chiral aminopyridine derivatives, containing paracyclophane or ferrocenyl substituents. Design of a new class of acylation catalysts, which combine pyridine as a nucleophilic part and a (thio)urea fragment as hydrogen bonding moiety, is also described in this book. Finally, some mechanistic insights into the catalytic system for the kinetic resolution, both experimental and theoretical, are described in the last chapter.

Carbonylimidazole derivatives are highly active acylation reagents for esterification and amidation in the presence of pyridinium salts as catalysts. These reactions are thought to involve both Brønsted acid and nucleophilic catalysis. This mode of activation has been applied to the synthesis of difficult to access oxazolidinones, as well as

6.13 MB DATEIGRÖSSE
9783838127675 ISBN
Activity and selectivity of DMAP derivatives in acylation reactions.pdf

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Sofya Voigtuh

3 Jan 2007 ... publications; my Activity ... Selective alkylation of the 3- and 4-NH groups of 9 necessitated the initial ... catalyst reported for this reaction.16 In all cases studied, the ethyl derivatives 4 ... Such catalysts should be valuable in the acylation reactions of highly hindered and/or less reactive alcohols and amines. 15 Apr 2016 ... Nucleophilic catalyst in acylation reaction. ... yield with 98:2 er without loss of any catalytic activity (Supplementary Fig. ... 1j was use, there was hardly any enantiofacial selectivity when the hydroxyl units were protected (66:34 er with 1j ′). ... 9 indicate, we find that binaphthyl-based DMAP derivatives with ...

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Mattio Müllers

Tartaric acid and its acyl derivatives. Part 5. Direct ... Products contribution 2a–4a, 7a in the reaction of 1 with BzCl (subsequent dropping in of the latter) in MeCN (HPLC yield). It was found that the product of di-acylation, acid 3a, occurs together with the monoacylated anhydride 7a, which shows that acylation of tartaric acid 1 …

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Noels Schulzen

Products contribution 2a–4a, 7a in the reaction of 1 with BzCl (subsequent dropping in of the latter) in MeCN (HPLC yield). It was found that the product of di-acylation, acid 3a, occurs together with the monoacylated anhydride 7a, which shows that acylation of tartaric acid 1 …

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Jason Leghmann

Amazon配送商品ならActivity and selectivity of DMAP derivatives in acylation reactions: Experimental and Theoretical Studiesが通常配送無料。更にAmazonならポイント還元本が多数。Evgeny Larionov作品ほか、お急ぎ便対象商品は当日お届けも可能。

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Jessica Kolhmann

Investigation of the Carboxylate Position during the Acylation Reaction Catalyzed by Biaryl DMAP Derivatives with an Internal Carboxylate Article in Angewandte Chemie International Edition 52(25 Reaction of Dichloromethane with Pyridine Derivatives ...