Diastereoselective synthesis of open-chain secondary alkyllithium compounds and trapping reactions with electrophiles

Guillaume Dagousset, Kohei Moriya, Rasmus Mose, Guillaume Berionni, Paul Knochel

Résultats de recherche: Contribution à un journal/une revueArticleRevue par des pairs

Résumé

A practical stereoselective iodide-lithium exchange was used in the first general preparation of functionalized stereodefined acyclic secondary nonstabilized lithium reagents from the corresponding secondary alkyl iodides. These lithium reagents react with various electrophiles including carbon electrophiles with high retention of configuration. Kinetic data on the configurational stability of these acyclic alkyllithium reagents are given. This methodology offers a new entry to chiral synthons for the stereoselective synthesis of open-chain molecules.

langue originaleAnglais
Pages (de - à)1425-1429
Nombre de pages5
journalAngewandte Chemie - International Edition
Volume53
Numéro de publication5
Les DOIs
Etat de la publicationPublié - 27 janv. 2014
Modification externeOui

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