Highly versatile Pd-thioether-phosphite catalytic systems for asymmetric allylic alkylation, amination, and etherification reactions

Org Lett. 2014 Apr 4;16(7):1892-5. doi: 10.1021/ol500758y. Epub 2014 Mar 24.

Abstract

A Pd-furanoside thioether-phosphite catalytic system that can create new C-C, C-N, and C-O bonds in several substrate types using a wide range of nucleophiles in high yields and enantioselectivities has been identified. Of particular note are the excellent enantioselectivities obtained in the etherification of linear and cyclic substrates. The potential application of the new Pd-thioether-phosphite catalytic systems was also demonstrated by the synthesis of the chiral carbo- and heterocycles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Allyl Compounds / chemistry
  • Amination
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Molecular Structure
  • Organophosphorus Compounds / chemistry*
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Allyl Compounds
  • Organophosphorus Compounds
  • Palladium