TMSBr/InBr3-promoted Prins cyclization/homobromination of dienyl alcohol with aldehyde to construct cis-THP containing an exocyclic E-alkene

Chem Commun (Camb). 2015 Oct 14;51(80):14925-8. doi: 10.1039/c5cc06270e.

Abstract

A TMSBr/InBr3-promoted Prins cyclization/homobromination reaction of dienyl alcohol with aldehyde has been developed to construct a unique cis-E THP shown as the A ring in (-)-exiguolide and the B ring in bryostatins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Aldehydes / chemistry*
  • Bromine / chemistry*
  • Cyclization
  • Pyrans / chemistry*

Substances

  • Alcohols
  • Aldehydes
  • Pyrans
  • Bromine