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Synthesis of tetrahydrofluorenes from the cycloadduct of 3-ethynyl-5-bromo-2-pyrone via cyclocarbopalladation reactions

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
44
Issue
24
Identifiers
DOI: 10.1016/s0040-4039(03)01032-3
Disciplines
  • Mathematics

Abstract

Abstract Cycloadduct from 3-ethynyl-5-bromo-2-pyrone undergoes facile cyclocarbopalladation reactions to provide an array of polycarbocyclic compounds with a complete control of the olefin geometry. Both organotin and boron reagents can be used as a trapping anion source. Treatment of the resulting tetracycles with NaOMe gave rise to various tetrahydrofluorenes in good to excellent isolated yields.

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