Asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses via the iridium-catalyzed intramolecular cyclization of an allylic carbonate

Yoshihiro Natori, Shunsuke Kikuchi, Yuichi Yoshimura, Atsushi Kato, Isao Adachi, Hiroki Takahata

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

An asymmetric synthesis of 1-alkyl-2-deoxyiminofuranoses was achieved in which the Ir-catalyzed intramolecular cyclization was the key step. The diastereoselective cyclization converted an allylic carbonate into pyrrolidine derivatives. The a-glucosidase inhibitory activities of the prepared 2-deoxyiminofuranoses were also investigated.

Original languageEnglish
Pages (from-to)1401-1417
Number of pages17
JournalHeterocycles
Volume86
Issue number2
DOIs
StatePublished - 2012

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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