The synthesis of a chiral hexaphenyl-18-crown-6 derivative

J. Crosby, J. F. Stoddart*, X. Sun, M. R W Venner

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

The stereospecific synthesis of (2R,3R,8R,9R,14R,15R)-2,3,8,9,14,15-hexaphenyl-1,4,7,10,13,16- hexaoxacyclooctadedecane [(R,R,R,R,R,R)-12] from (R,R)-hydrobenzoin [(R,R)-1] is reported. The ability of (R,R,R,R,R,R)-12 to act as a chiral solid-liquid phase-transfer catalyst in a asymmetric Michael addition is compared with the efficiencies of other chiral di- and tetra-substituted 18-crown-6 derivatives, both with respect to product conversions and chirality transfers from catalysts to products.

Original languageEnglish (US)
Pages (from-to)141-145
Number of pages5
JournalSynthesis
Issue number1
DOIs
StatePublished - 1993

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint Dive into the research topics of 'The synthesis of a chiral hexaphenyl-18-crown-6 derivative'. Together they form a unique fingerprint.

Cite this