Methodology for the Construction of the Bicyclo[4.3.0]nonane Core

Molecules. 2016 Oct 12;21(10):1358. doi: 10.3390/molecules21101358.

Abstract

The bicyclo[4.3.0]nonane scaffold, commonly known as a hydrindane, is a common structural motif found in many terpenoid structures and one that remains a challenge for synthetic chemists to elaborate with appropriate regio- and stereo-selectivity. Over the course of the study of terpene natural products, the elaboration of the hydrindane structure has seen progress on the utilization of both old and newer methods to achieve the desired outcomes. This review seeks to serve as a general overview of these methods, and detail specific examples.

Keywords: Diels-Alder; Michael additions; metathesis; triterpenes; triterpenoids.

Publication types

  • Review

MeSH terms

  • Chemistry Techniques, Synthetic
  • Indans / chemistry*
  • Molecular Structure
  • Stereoisomerism
  • Terpenes / chemistry*

Substances

  • Indans
  • Terpenes
  • hydrindane
  • bicyclo(4.3.0)nonane