1,12-Dioxa[12](1,4)naphthalenophane-14-carboxylic acid: practical synthesis, resolution and absolute configuration of the enantiomers

Tetsutaro Hattori, Nobuyuki Harada, Shuichi Oi, Hideki Abe, Sotaro Miyano

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

A novel naphthalenophane, 1,12-dioxa[12](1,4)naphthalenophane-14-carboxylic acid (1), is conveniently prepared from 1,4-dihydroxy-2-naphthoic acid and 1,10-dibromodecane. Acid 1 is resolved by crystallization of its quinine or quinidine salt, and the absolute stereochemistry of acid (-)-1 is determined to be S by the X-ray crystallographic analysis of (1S,2R,4R)-(-)-2,10-camphorsultam) amide derivative (4).

Original languageEnglish
Pages (from-to)1043-1046
Number of pages4
JournalTetrahedron: Asymmetry
Volume6
Issue number5
DOIs
Publication statusPublished - 1995 May

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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