Resolution of inherently chiral anti-O,O′-dialkylated calix[4]arenes and determination of their absolute stereochemistries by CD and X-ray methods

Fumitaka Narumi, Tetsutaro Hattori, Waka Yamabuki, Chizuko Kabuto, Hiroshi Kameyama

研究成果: Article査読

38 被引用数 (Scopus)

抄録

Inherently chiral anti-O,O′-dibenzyl-p-tert-butylcalix[4]arene 1 was resolved as the (S)-2-methoxy-2-(naphthalen-1-yl)propionic ester by flash chromatography. Conversely, the anti-O,O′-dibutyl analogue 2 was resolved as the (Sa)-2′-methoxy-1,1′-binaphthalene-2-carboxylic ester by crystallization combined with flash chromatography. CD analysis of these compounds indicated the absolute stereochemistries to be (S a)-(+)-1 and (Sa)-(+)-2, respectively, the former of which was confirmed by X-ray crystallographic analysis.

本文言語English
ページ(範囲)793-800
ページ数8
ジャーナルTetrahedron Asymmetry
16
4
DOI
出版ステータスPublished - 2005 2 21

ASJC Scopus subject areas

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

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