One-pot synthesis of 2,3,4,5,6-pentasubstituted tetrahydropyrans using lithiation-borylation, allylation and Prins cyclisation reactions

Adeem Mahmood, Jose Ramon Suarez, Stephen P. Thomas, Varinder K. Aggarwal*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

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Abstract

2,3,4,5,6-Pentasubstituted tetrahydropyrans have been prepared in good yield (42-57%) with excellent dr (>95:5) and er (>95:5) using a one-pot lithiation-borylation, allylation and Prins cyclisation reaction. (C) 2012 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)49-51
Number of pages3
JournalTetrahedron Letters
Volume54
Issue number1
Early online date26 Oct 2012
DOIs
Publication statusPublished - 2 Jan 2013

Keywords

  • Lithiation-borylation
  • Allylation
  • Prins cyclisation
  • Tandem
  • Boronic ester
  • STEREOCONTROLLED SYNTHESIS
  • STEREOSELECTIVE-SYNTHESIS
  • BORONIC ESTERS
  • ETHERS
  • ALDEHYDES
  • ALCOHOLS
  • BORANES
  • HYDROBORATION
  • DIHYDROPYRANS
  • REARRANGEMENT

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