Fenestranes in synthesis: unique and highly inspiring scaffolds

Angew Chem Int Ed Engl. 2013 Dec 2;52(49):12786-98. doi: 10.1002/anie.201304555. Epub 2013 Nov 7.

Abstract

The scaffold of fenestranes is quite unique, as it contains four condensed cycles and a distorted tetracoordinated central carbon atom with bond angles greater than the regular 109°28". In this Minireview, a detailed overview on the developments regarding this compound class, including their synthesis, is given for the time period since 2006. In the past years, natural products that belong to the class of heterofenestranes have been isolated and their syntheses will also be discussed.

Keywords: bond angles; fenestranes; planar tetracoordinate carbon atom; strained molecules; synthetic methods.

Publication types

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

MeSH terms

  • Hydrocarbons, Cyclic / chemical synthesis
  • Hydrocarbons, Cyclic / chemistry*
  • Molecular Structure
  • Sesquiterpenes / chemical synthesis
  • Sesquiterpenes / chemistry
  • Stereoisomerism

Substances

  • Hydrocarbons, Cyclic
  • Sesquiterpenes