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Synthesis 2006(3): 480-488
DOI: 10.1055/s-2006-926301
DOI: 10.1055/s-2006-926301
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Functionalized Furans Based on a ‘[3+2] Cyclization/Bromination/Elimination’ Strategy
Further Information
Received
10 June 2005
Publication Date:
13 January 2006 (online)
Publication History
Publication Date:
13 January 2006 (online)
Abstract
The bromination of 2-alkylidenetetrahydrofurans - readily available via one-pot [3+2] cyclizations - afforded 2-alkylidene-3-bromotetrahydrofurans. Elimination of hydrogen bromide and subsequent aromatization of these compounds provided a convenient approach to functionalized furans.
Keywords
bromination - elimination - furans - O-heterocycles - tetrahydrofurans
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