Rhodium catalysed conjugate addition of a chiral alkenyltrifluoroborate salt: the enantioselective synthesis of hermitamides A and B

Org Biomol Chem. 2008 Dec 7;6(23):4340-7. doi: 10.1039/b812897a. Epub 2008 Oct 18.

Abstract

The concise enantioselective synthesis of hermitamides A and B is presented utilising a rhodium catalysed conjugate addition reaction to introduce the side chain and chiral information in a single step via an alkenyltrifluoroborate salt.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry
  • Borates / chemistry*
  • Catalysis
  • Fluorine / chemistry*
  • Hydrolysis
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Kinetics
  • Phenethylamines / chemical synthesis*
  • Phenethylamines / chemistry
  • Rhodium / chemistry*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Amides
  • Borates
  • Indoles
  • Phenethylamines
  • hermitamide A
  • hermitamide B
  • Fluorine
  • Rhodium