Skip to main content
. Author manuscript; available in PMC: 2010 Sep 1.
Published in final edited form as: Tetrahedron. 2009 Sep 1;65(33):6447–6453. doi: 10.1016/j.tet.2009.05.066

Table 1.

Silylene transfer to α-keto esters with substitution at R1

graphic file with name nihms129834u1.jpg
Entry R1 Product % Yield d.r.
1 Me 3a 70 ≥97:3
2 Et 3b 84 ≥97:3
3 i-Pr 3c 54 ≥97:3
4 t-Bu 3d 47 ≥97:3
5 Ph 3e 71 ≥97:3

Conditions: α-keto ester (1.0 equiv), silacyclopropane 2 (1.5 equiv), AgOTs (0.10 equiv), toluene, −25 °C, 16 h. Then HF·Pyr (4.0 equiv), isolated yields.