Versatile and practical chiral shift reagent with hydrogen-bond donor/acceptor sites in a macrocyclic cavity

Tadashi Ema, Daisuke Tanida, Takashi Sakai

Research output: Contribution to journalArticle

65 Citations (Scopus)

Abstract

Bifunctional macrocycle 1 with C2 symmetry was newly synthesized. NMR studies demonstrated that receptor 1 functions as a chiral shift reagent (solvating agent) that is highly effective for a wide range of chiral compounds having a carboxylic acid, oxazolidinone, lactone, alcohol, sulfoxide, sulfoximine, isocyanate, or epoxide functionality. Binding constants were determined to investigate the binding behavior of 1.

Original languageEnglish
Pages (from-to)3773-3775
Number of pages3
JournalOrganic Letters
Volume8
Issue number17
DOIs
Publication statusPublished - Aug 17 2006

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sulfoxide
Oxazolidinones
Isocyanates
Epoxy Compounds
Lactones
Carboxylic Acids
reagents
Hydrogen
Hydrogen bonds
Alcohols
Nuclear magnetic resonance
hydrogen bonds
cavities
isocyanates
epoxy compounds
shift
carboxylic acids
alcohols
nuclear magnetic resonance
symmetry

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Versatile and practical chiral shift reagent with hydrogen-bond donor/acceptor sites in a macrocyclic cavity. / Ema, Tadashi; Tanida, Daisuke; Sakai, Takashi.

In: Organic Letters, Vol. 8, No. 17, 17.08.2006, p. 3773-3775.

Research output: Contribution to journalArticle

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