Enantioselective Addition of a 2-Alkoxycarbonyl-1,3-dithiane to Imines Catalyzed by a Bis(guanidino)iminophosphorane Organosuperbase

Azusa Kondoh, Masafumi Oishi, Tadahiro Takeda, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

41 Citations (Scopus)

Abstract

A chiral bis(guanidino)iminophosphorane catalyzes enantioselective addition reactions of a 1,3-dithiane derivative as a pronucleophile. The chiral uncharged organosuperbase facilitates the addition of benzyloxycarbonyl-1,3-dithiane to aromatic N-Boc-protected imines to provide optically active α-amino-1,3-dithiane derivatives, which are valuable versatile building blocks in organic synthesis.

Original languageEnglish
Pages (from-to)15836-15839
Number of pages4
JournalAngewandte Chemie - International Edition
Volume54
Issue number52
DOIs
Publication statusPublished - 2015 Dec 21

Keywords

  • 1,3-dithianes
  • asymmetric catalysis
  • organocatalysis
  • organosuperbases
  • phosphazenes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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