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査読

2 被引用数 (Scopus)

抄録

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%).

本文言語English
ページ(範囲)2126-2130
ページ数5
ジャーナルSynlett
29
16
DOI
出版ステータスPublished - 2018 5 29

ASJC Scopus subject areas

  • 有機化学

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