An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study

Nat Prod Rep. 2021 Mar 1;38(3):510-527. doi: 10.1039/d0np00005a. Epub 2020 Sep 15.

Abstract

Covering: 2010 to 2020This review article describes how cationic rearrangement reactions have been used in natural product total synthesis over the last decade as a case study for the many productive ways by which isomerization reactions are enabling for synthesis. This review argues that isomerization reactions in particular are well suited for computational evaluation, as relatively simple calculations can provide significant insight.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Review

MeSH terms

  • Benzofurans / chemical synthesis
  • Benzophenones / chemical synthesis
  • Benzoquinones / chemical synthesis
  • Biological Products / chemical synthesis
  • Biological Products / chemistry*
  • Cations
  • Cyclization
  • Diterpenes, Kaurane / chemical synthesis
  • Indole Alkaloids / chemical synthesis
  • Isomerism
  • Pentacyclic Triterpenes / chemical synthesis
  • Sesquiterpenes / chemistry
  • Stilbenes / chemical synthesis
  • Terpenes / chemical synthesis

Substances

  • 7-epiclusianone
  • Benzofurans
  • Benzophenones
  • Benzoquinones
  • Biological Products
  • Cations
  • Diterpenes, Kaurane
  • Indole Alkaloids
  • Pentacyclic Triterpenes
  • Sesquiterpenes
  • Stilbenes
  • Terpenes
  • goniomitine
  • paucifloral F
  • pestalotiopsin A
  • psiguadial B
  • aglafoline
  • steviol
  • lupeol