N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) are powerful catalysts for the highly efficient alpha-amido alkylation reactions of silicon-based nucleophiles.
Identifieur interne : 001219 ( Main/Exploration ); précédent : 001218; suivant : 001220N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) are powerful catalysts for the highly efficient alpha-amido alkylation reactions of silicon-based nucleophiles.
Auteurs : Raja Ben Othman [France] ; Till Bousquet ; Mohamed Othman ; Vincent DallaSource :
- Organic letters [ 1523-7060 ] ; 2005.
Abstract
[reaction: see text] In situ formed N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) species have been shown to efficiently catalyze the nucleophilic substitution reactions of chiral 5-oxypyrrolidin-2-ones by silicon-based nucleophiles. The reaction rates were significantly accelerated in comparison to the cases where the usual triflate catalysts are used. Adducts were obtained in high yields and usual stereoselectivities within short reaction times, and the process was compatible with a semipreparative scale.
DOI: 10.1021/ol052357j
PubMed: 16268572
Affiliations:
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The reaction rates were significantly accelerated in comparison to the cases where the usual triflate catalysts are used. Adducts were obtained in high yields and usual stereoselectivities within short reaction times, and the process was compatible with a semipreparative scale.</div></front></TEI><affiliations><list><country><li>France</li></country><region><li>Haute-Normandie</li><li>Région Normandie</li></region><settlement><li>Le Havre</li></settlement><orgName><li>Université du Havre</li></orgName></list><tree><noCountry><name sortKey="Bousquet, Till" sort="Bousquet, Till" uniqKey="Bousquet T" first="Till" last="Bousquet">Till Bousquet</name><name sortKey="Dalla, Vincent" sort="Dalla, Vincent" uniqKey="Dalla V" first="Vincent" last="Dalla">Vincent Dalla</name><name sortKey="Othman, Mohamed" sort="Othman, Mohamed" uniqKey="Othman M" first="Mohamed" last="Othman">Mohamed Othman</name></noCountry><country name="France"><region name="Région Normandie"><name sortKey="Othman, Raja Ben" sort="Othman, Raja Ben" uniqKey="Othman R" first="Raja Ben" last="Othman">Raja Ben Othman</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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