Enantioselective synthesis of planar-chiral 1, n -dioxa[ n ]paracyclophanes via catalytic asymmetric ortho -Lithiation

Kazumasa Kanda, Kohei Endo, Takanori Shibata

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

Figure presented Highly enantioselective ortho-lithiation and dilithiation of 1,n-dioxa[n]paracyclophanes were realized with the use of sec-butyllithium and a catalytic or stoichiometric amount of sparteine. Quenching with various electrophiles, such as iodine, iodomethane, and chlorodiphenylphosphine, afforded chiral mono- and disubstituted paracyclophanes with good to excellent ee.

Original languageEnglish
Pages (from-to)1980-1983
Number of pages4
JournalOrganic Letters
Volume12
Issue number9
DOIs
Publication statusPublished - 2010 May 7

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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