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Synlett 2001; 2001(5): 0605-0608
DOI: 10.1055/s-2001-13374
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New Strategies to Cyclic α-Thiophosphonates

Joel D. Moore* , Kevin T. Sprott, Paul R. Hanson
  • *Department of Chemistry, University of Kansas, Lawrence, KS 66045-2506; Fax (785) 864-5396; E-mail: phanson@ukans.edu
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Publication History

Publication Date:
31 December 2001 (online)

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A transition-metal-catalyzed approach to cyclic α-thiophosphonates is reported. This strategy incorporates both a Rh2(OAc)4-catalyzed [2,3]-sigmatropic rearrangement of intermediate sulfur-ylides generated from α-diazophosphonates and a ring-closing metathesis (RCM) of the resulting α-thiophosphonates 2 a - c to yield functionalized cyclic α-thiophosphonates 4 a - c.

diazo compounds - phosphorus - sulfur-ylide - sigmatropic rearrangement - metathesis

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