Chiral amide directed assembly of a diastereo- and enantiopure supramolecular host and its application to enantioselective catalysis of neutral substrates

J Am Chem Soc. 2013 Dec 18;135(50):18802-5. doi: 10.1021/ja411631v. Epub 2013 Dec 5.

Abstract

The synthesis of a novel supramolecular tetrahedral assembly of K12Ga4L6 stoichiometry is reported. The newly designed chiral ligand exhibits high diastereoselective control during cluster formation, leading exclusively to a single diastereomer of the desired host. This new assembly also exhibits high stability toward oxidation or a low pH environment and is a more robust and efficient catalyst for asymmetric organic transformations of neutral substrates.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Hydrogen-Ion Concentration
  • Molecular Structure
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Amides