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2005
Organo-phosphorus compounds
S 0080
Generation of α-Phosphonovinyl Radicals and Development of a New Route to
Functionalized Vinylphosphonates and Vinylphosphonate-Incorporated
31- 161 Highly
Carbocyclic or Heterocyclic Compounds via a Radical Trapping Sequence. —
Generation of α-phosphonovinyl radicals is smoothly achieved by treatment of α-halovinylphosphonates, e.g. (I), with the system Bu3SnH—AIBN. Trapping of these
phosphonovinyl radicals with alkenes can be carried out in an inter- or intramolecular
manner to afford functionalized vinylphosphonates (III) or vinylphosphonate-containing carbo- or heterocycles, e.g. (VI)/(VII). In the latter case, the influence of substrate
structure on the ratio of 5-exo to 6-endo products is studied in detail. — (AGENO, T.;
OKAUCHI, T.; MINAMI*, T.; ISHIDA, M.; Org. Biomol. Chem. 3 (2005) 5,
924-931; Dep. Appl. Chem., Fac. Eng., Kyushu Inst. Technol., Tobata, Kitakyushu
804, Japan; Eng.) — Mischke
2005
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