Recent applications in natural product synthesis of dihydrofuran and -pyran formation by ring-closing alkene metathesis

Org Biomol Chem. 2016 Jul 7;14(25):5875-93. doi: 10.1039/c6ob00593d. Epub 2016 Apr 25.

Abstract

In the past two decades, alkene metathesis has risen in prominence to become a significant synthetic strategy for alkene formation. Many total syntheses of natural products have used this transformation. We review the use, from 2003 to 2015, of ring-closing alkene metathesis (RCM) for the generation of dihydrofurans or -pyrans in natural product synthesis. The strategies used to assemble the RCM precursors and the subsequent use of the newly formed unsaturation will also be highlighted and placed in context.

Publication types

  • Review

MeSH terms

  • Alkenes / chemistry*
  • Biological Products / chemical synthesis*
  • Biological Products / chemistry*
  • Chemistry Techniques, Synthetic / methods*
  • Furans / chemistry*
  • Pyrans / chemistry*

Substances

  • Alkenes
  • Biological Products
  • Furans
  • Pyrans