Enantioselective intramolecular benzylic C-H bond amination: Efficient synthesis of optically active benzosultams

Masami Ichinose, Hidehiro Suematsu, Yoichi Yasutomi, Yota Nishioka, Tatsuya Uchida, Tsutomu Katsuki

Research output: Contribution to journalArticle

98 Citations (Scopus)

Abstract

'Salen' along: The iridium(III)-salen complex 1 efficiently catalyzes the title reaction of 2-ethylbenzenesulfonyl azides to give five-membered sultams with high enantioselectivity. Other 2-alkyl-substitued substrates lead to five- and six-membered sultams with high enantioselectivity; the regioselectivity depends upon the substrate and the catalyst used. EDG=electron-donating group.

Original languageEnglish
Pages (from-to)9884-9887
Number of pages4
JournalAngewandte Chemie - International Edition
Volume50
Issue number42
DOIs
Publication statusPublished - Oct 10 2011

Fingerprint

Amination
Enantioselectivity
Iridium
Regioselectivity
Azides
Substrates
Catalysts
Electrons
naphthosultone
disalicylaldehyde ethylenediamine

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

Enantioselective intramolecular benzylic C-H bond amination : Efficient synthesis of optically active benzosultams. / Ichinose, Masami; Suematsu, Hidehiro; Yasutomi, Yoichi; Nishioka, Yota; Uchida, Tatsuya; Katsuki, Tsutomu.

In: Angewandte Chemie - International Edition, Vol. 50, No. 42, 10.10.2011, p. 9884-9887.

Research output: Contribution to journalArticle

Ichinose, Masami ; Suematsu, Hidehiro ; Yasutomi, Yoichi ; Nishioka, Yota ; Uchida, Tatsuya ; Katsuki, Tsutomu. / Enantioselective intramolecular benzylic C-H bond amination : Efficient synthesis of optically active benzosultams. In: Angewandte Chemie - International Edition. 2011 ; Vol. 50, No. 42. pp. 9884-9887.
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