Highly diastereoselective aziridination of α,β-unsaturated amides using diaziridine

Hiroyuki Ishihara, Yoshio N. Ito, Tsutomu Katsuki

研究成果: Contribution to journalArticle査読

14 被引用数 (Scopus)

抄録

Racemic 3-cyclohexyl-1-methyldiaziridine was found to react with α,β-unsaturated amides in basic conditions, giving N-unprotected trans-aziridines, while 3,3-pentamethylenediaziridine had been reported to afford cis-aziridines in high diastereoselectivity. The trans-selectivity was partially dependent on the stereochemistry of the substrate. The stereochemistries of these reactions were reasonably explained by the conformational analysis of the intermediary enolates.

本文言語英語
ページ(範囲)984-985
ページ数2
ジャーナルChemistry Letters
10
DOI
出版ステータス出版済み - 1 1 2001

All Science Journal Classification (ASJC) codes

  • 化学 (全般)

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