Enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by γ-cyclodextrins with a flexible or rigid cap

Cheng Yang, Asao Nakamura, Takehiko Wada, Yoshihisa Inoue

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62 Citations (Scopus)

Abstract

A series of modified γ-cyclodextrins (CDs) with a flexible or rigid cap, synthesized and used as chiral supramolecular hosts for mediating the enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid, significantly improved the chemical and optical yields of chiral head-to-head cyclodimer 3, while the γ-CD with a rigid cap dramatically inverted the stereochemical outcomes and further improved the enantioselectivities of both head-to-tail and head-to-head dimers 2 and 3.

Original languageEnglish
Pages (from-to)3005-3008
Number of pages4
JournalOrganic Letters
Volume8
Issue number14
DOIs
Publication statusPublished - 2006 Jul 6

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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