Catalytic Enantioselective Synthesis of N-C Axially Chiral Phenanthridin-6-one Derivatives

Tomoaki Hirata, Isao Takahashi, Yuya Suzuki, Hiroaki Yoshida, Hiroshi Hasegawa, Osamu Kitagawa

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17 Citations (Scopus)

Abstract

N-C axially chiral phenanthridin-6-one derivatives bearing various ortho-substituted phenyl groups on the nitrogen atom were enantioselectively prepared through (R)-DTBM-SEGPHOS-Pd(OAc)2-catalyzed intramolecular Buchwald-Hartwig amination. The enantioselectivity strongly depended on solvents, bases, and reaction temperature as well as on the bulkiness of ortho-substituents.

Original languageEnglish
Pages (from-to)318-323
Number of pages6
JournalJournal of Organic Chemistry
Volume81
Issue number1
DOIs
Publication statusPublished - 2016 Jan 4

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ASJC Scopus subject areas

  • Organic Chemistry

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