α-Alkylation of N–C Axially Chiral Quinazolinone Derivatives Bearing Various ortho -Substituted Phenyl Groups: Relation between Diastereoselectivity and the ortho -Substituent

Mizuki Matsuoka, Asumi Iida, Osamu Kitagawa

研究成果: Article

2 引用 (Scopus)

抜粋

2-Ethylquinazolin-4-one derivatives bearing various ortho -substituted phenyl groups were revealed to possess a stable C–N axially chiral structure at ambient temperature. The reactions of alkyl halides with the anionic species prepared from these quinazolinones were systematically explored. The α-alkylation reactions proceeded with diastereoselectivities ranging from 1:1 to >50:1, depending upon the steric bulk of the ortho -substituent, to afford products having the elements of axial and central chirality in high yields (85–98%).

元の言語English
ジャーナルSynlett
DOI
出版物ステータスAccepted/In press - 2018 5 29

ASJC Scopus subject areas

  • Organic Chemistry

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