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Synlett 1991; 1991(9): 629-630
DOI: 10.1055/s-1991-20820
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[2,3] - Wittig Sigmatropic Rearrangement Involving Titanium and Tin "Ester Enolates" Generated via Transmetalation

Koichi Mikami* , Osamu Takahashi, Katsuhiko Fujimoto, Takeshi Nakai
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan
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Publication Date:
07 March 2002 (online)

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Treatment of the silyl ketene acetal of α-allyloxy esters with titanium(IV) chloride, tin(IV) chloride and tin(II) trifluoromethanesulfonate was found to induce exclusively the [2,3]-sigmatropic shift with high erythro-selectivity to give 2-hydroxy-4-alkenoic esters.

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