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Synthesis 2009(20): 3427-3432
DOI: 10.1055/s-0029-1216964
DOI: 10.1055/s-0029-1216964
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkA Simple Atom-Economic Synthesis of Functional Tertiary Phosphine Chalcogenides Bearing Furan or Tetrahydrofuran Rings
Weitere Informationen
Received
15 June 2009
Publikationsdatum:
21. August 2009 (online)
Publikationsverlauf
Publikationsdatum:
21. August 2009 (online)
Abstract
The first examples of hydrophosphorylation reactions of vinyl ethers of a series of furans are reported. Regiospecific addition of secondary phosphines, phosphine sulfides, or phosphine selenides to 2-[(vinyloxy)methyl]furan, 2-[1-(vinyloxy)butan-2-yl]furan, or 2-[(vinyloxy)methyl]tetrahydrofuran proceeds under UV irradiation to give the corresponding anti-Markovnikov adducts in 72-99% yield.
Key words
ethers - phosphines - phosphorylation - radical reaction - photochemistry
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