TY - JOUR
T1 - Synthetic applications of cycloaddition of silylene
AU - Ishida, Shintaro
PY - 2008/9
Y1 - 2008/9
N2 - In this short review, a new methodology of preparation of the silacyclic compounds using silylene and their application for organic synthesis are described. Silylene transfer from silacyclopropane to alkene, alkyne, imine, and α, β-unsaturated carbonyl compounds was catalyzed by silver salt to give the corresponding [1+2] or [1+4] cycloadducts in good yields. Combination of the cycloaddition, Ireland-Claisen rearrangement, and oxidative cleavage of silicon-carbon bond provided the regio-and stereoselective synthesis of polyol and alpha;-hydroxyacid in a mild condition.
AB - In this short review, a new methodology of preparation of the silacyclic compounds using silylene and their application for organic synthesis are described. Silylene transfer from silacyclopropane to alkene, alkyne, imine, and α, β-unsaturated carbonyl compounds was catalyzed by silver salt to give the corresponding [1+2] or [1+4] cycloadducts in good yields. Combination of the cycloaddition, Ireland-Claisen rearrangement, and oxidative cleavage of silicon-carbon bond provided the regio-and stereoselective synthesis of polyol and alpha;-hydroxyacid in a mild condition.
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U2 - 10.5059/yukigoseikyokaishi.66.906
DO - 10.5059/yukigoseikyokaishi.66.906
M3 - Review article
AN - SCOPUS:57049103563
SN - 0037-9980
VL - 66
SP - 906
EP - 907
JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
IS - 9
ER -