Diastereoselective α‑Alkylation of Metallo Enamines Generated from N–C Axially Chiral Mebroqualone Derivatives

Diastereoselective α‑Alkylation of Metallo Enamines Generated from N–C Axially Chiral Mebroqualone Derivatives

The reactions of various alkyl halides with the metallo enamines generated from racemic and optically pure N–C axially chiral mebroqualone derivatives were found to proceed with a synthetically attractive stereochemical outcome (up to 99% yield and up to dr = 26:1) allowing preparation of a structur...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2017-05, Vol.19 (10), p.2650-2653
Hauptverfasser: Matsuoka, Mizuki, Goto, Mitsuhiro, Wzorek, Alicja, Soloshonok, Vadim A, Kitagawa, Osamu
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The reactions of various alkyl halides with the metallo enamines generated from racemic and optically pure N–C axially chiral mebroqualone derivatives were found to proceed with a synthetically attractive stereochemical outcome (up to 99% yield and up to dr = 26:1) allowing preparation of a structurally new type of pharmaceutically interesting compounds possessing elements of axial and central chirality.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b00998