Bio-inspired polyene cyclization: synthesis of tetracyclic terpenoids promoted by steroidal acetal-SnCl4

Chem Commun (Camb). 2008 Mar 28:(12):1434-6. doi: 10.1039/b714474a. Epub 2008 Jan 24.

Abstract

This communication describes a highly efficient intermolecular polyene cyclization method using steroidal acetals as the initiators to synthesize tetracyclic terpenoids; both good yields and good asymmetric induction were obtained.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemistry*
  • Crystallography, X-Ray
  • Cyclization
  • Models, Molecular
  • Molecular Structure
  • Stereoisomerism
  • Steroids / chemistry*
  • Terpenes / chemical synthesis*
  • Terpenes / chemistry
  • Tin Compounds / chemistry*

Substances

  • Acetals
  • Steroids
  • Terpenes
  • Tin Compounds
  • stannic chloride