Total synthesis of biologically active natural products based on highly selective synthetic methodologies

Chem Pharm Bull (Tokyo). 2014;62(11):1045-61. doi: 10.1248/cpb.c14-00474.

Abstract

Total syntheses of structurally and biologically intriguing natural products relying on new synthetic methodologies are described. This article features cinchona alkaloid-catalyzed asymmetric Morita-Baylis-Hillman reactions, heterocycle syntheses based on rhodium-catalyzed C-H amination and indium-catalyzed Conia-ene reactions, and their utilization for the syntheses of the phoslactomycin family of antibiotics, glutamate receptor agonists and antagonists, and alkaloids with characteristic highly substituted pyrrolidinone core structures.

Publication types

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

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Biological Products / chemical synthesis*
  • Biological Products / chemistry
  • Catalysis
  • Chemistry Techniques, Synthetic / methods*
  • Cinchona Alkaloids / chemistry
  • Excitatory Amino Acid Agents / chemical synthesis*
  • Excitatory Amino Acid Agents / chemistry
  • Excitatory Amino Acid Agonists / chemical synthesis
  • Excitatory Amino Acid Agonists / chemistry
  • Excitatory Amino Acid Antagonists / chemical synthesis
  • Excitatory Amino Acid Antagonists / chemistry
  • Indium / chemistry
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Rhodium / chemistry

Substances

  • Alkaloids
  • Anti-Bacterial Agents
  • Biological Products
  • Cinchona Alkaloids
  • Excitatory Amino Acid Agents
  • Excitatory Amino Acid Agonists
  • Excitatory Amino Acid Antagonists
  • Lactones
  • Indium
  • Rhodium