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

Mizuki Matsuoka, Mitsuhiro Goto, Alicja Wzorek, Vadim A. Soloshonok, Osamu Kitagawa

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)2650-2653
Number of pages4
JournalOrganic Letters
Volume19
Issue number10
DOIs
Publication statusPublished - 2017 May 19

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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