TY - JOUR
T1 - Synthesis of cyclopent-2-enones through stepwise [3 + 2] cycloaddition of simple silyl enol ethers and alk-1-ynes
AU - Yamaguchi, Masahiko
AU - Sehata, Michiru
AU - Hayashi, Akio
AU - Hirama, Masahiro
PY - 1993/12/1
Y1 - 1993/12/1
N2 - Treatment of silyl enol ethers and alk-1-ynes with SnCl4-Bu 3N reagent followed by DBU, leads to cyclopent-2-enones, through [3 + 2] cycloaddition reactions; the initial carbon-carbon bond formation is carbometallation of alkynes, and the second step is a base-promoted intramolecular alkylation which reductively eliminates tin species (DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).
AB - Treatment of silyl enol ethers and alk-1-ynes with SnCl4-Bu 3N reagent followed by DBU, leads to cyclopent-2-enones, through [3 + 2] cycloaddition reactions; the initial carbon-carbon bond formation is carbometallation of alkynes, and the second step is a base-promoted intramolecular alkylation which reductively eliminates tin species (DBU = 1,8-diazabicyclo[5.4.0]undec-7-ene).
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U2 - 10.1039/C39930001708
DO - 10.1039/C39930001708
M3 - Article
AN - SCOPUS:37049069475
SP - 1708
EP - 1709
JO - Chemical Communications
JF - Chemical Communications
SN - 1359-7345
IS - 22
ER -