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Synthesis 2004(13): 2094-2098
DOI: 10.1055/s-2004-829199
DOI: 10.1055/s-2004-829199
PAPER
© Georg Thieme Verlag Stuttgart · New York
Polystyrene-Supported α-Seleno Carbanions: Efficient Reagents for Highly Stereocontrolled Syntheses of Vinylphosphonates and Vinylsulfones
Further Information
Received
26 March 2004
Publication Date:
13 August 2004 (online)
Publication History
Publication Date:
13 August 2004 (online)
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Abstract
Polystyrene-supported selenomethyl-phosphonate and polystyrene-supported selenomethyl-sulfonates have been prepared. These novel reagents were treated with LDA (or n-BuLi) to produce polystyrene-supported α-seleno carbanions, which reacted with alkyl halides, followed by stereospecific selenoxide syn-elimination to give E-vinylphosphonates and E-vinylsulfones respectively. And also these novel polymer reagents can be regenerated and reused.
Keywords
polystyrene-supported - E-vinylphosphonates - E-vinylsulfones - selenoxide syn-elimination
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