Catalytic enantioselective aziridination of alkenes using chiral dirhodium(II) carboxylates

Minoru Yamawaki, Masahiko Tanaka, Takumi Abe, Masahiro Anada, Shunichi Hashimoto

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

The enantioselective aziridination of alkenes with [N-(4-nitrophenylsulfonyl) imino[phenyliodinane catalyzed by dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate[, Rh2(S-TCPTTL)4, is described. While such enantioselectivities are highly dependent on the properties of the alkenes, 2,2-dimethylchromene was found to be a particularly suitable substrate which can be efficiently transformed into the aziridine product in 98% yield with 94% ee.

Original languageEnglish
Pages (from-to)709-721
Number of pages13
JournalHeterocycles
Volume72
DOIs
Publication statusPublished - Apr 13 2007
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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