LeHavreV1, Main, Exploration, bibRecord, 000F51

Organocatalytic Enantioselective Protonation of Silyl Enolates Mediated by Cinchona Alkaloids and a Latent Source of HF

Identifieur interne : 000F51 ( Main/Exploration ); précédent : 000F50; suivant : 000F52

Organocatalytic Enantioselective Protonation of Silyl Enolates Mediated by Cinchona Alkaloids and a Latent Source of HF

Auteurs : Thomas Poisson ; Vincent Dalla [France] ; Francis Marsais ; Georges Dupas ; Sylvain Oudeyer ; Vincent Levacher [France]

Source :

Angewandte Chemie International Edition [ 1433-7851 ] ; 2007-09-17.

RBID : ISTEX:0C88B98890FDB9BEF679BE08D465ECA315AF18EC

English descriptors

KwdEn :
- alkaloids, enantioselectivity, hydrogen fluoride, ketones, organocatalysis.

Abstract

Hidden benefits: The enantioselective organocatalytic protonation of silyl enolates has been achieved by using readily available cinchona alkaloid catalysts (1) and a latent source of HF that delivers “at will” the active catalytic hydrogen fluoride salt (1‐HF). This approach leads to enantioselective proton transfer with high enantioselectivities of up to 92 % under mild, neutral, and metal‐free conditions (see scheme, TMS=trimethylsilyl).

Url:

https://api.istex.fr/document/0C88B98890FDB9BEF679BE08D465ECA315AF18EC/fulltext/pdf

DOI: 10.1002/anie.200701683

Affiliations:

Links toward previous steps (curation, corpus...)

to stream Istex, to step Corpus: 000901
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to stream Istex, to step Checkpoint: 000442
to stream Main, to step Merge: 000F66
to stream Main, to step Curation: 000F51

Le document en format XML

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<idno type="eISSN">1521-3773</idno>
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<pubPlace>Weinheim</pubPlace>
<date type="published" when="2007-09-17">2007-09-17</date>
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<front><div type="abstract">Hidden benefits: The enantioselective organocatalytic protonation of silyl enolates has been achieved by using readily available cinchona alkaloid catalysts (1) and a latent source of HF that delivers “at will” the active catalytic hydrogen fluoride salt (1‐HF). This approach leads to enantioselective proton transfer with high enantioselectivities of up to 92 % under mild, neutral, and metal‐free conditions (see scheme, TMS=trimethylsilyl).</div>
</front>
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<name sortKey="Oudeyer, Sylvain" sort="Oudeyer, Sylvain" uniqKey="Oudeyer S" first="Sylvain" last="Oudeyer">Sylvain Oudeyer</name>
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Organocatalytic Enantioselective Protonation of Silyl Enolates Mediated by Cinchona Alkaloids and a Latent Source of HF

Organocatalytic Enantioselective Protonation of Silyl Enolates Mediated by Cinchona Alkaloids and a Latent Source of HF

Source :

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri