Journal of the Chemical Society. Chemical communications p. 1708 - 1709 (1993)
Update date:2022-08-05
Topics:
Yamaguchi, Masahiko
Sehata, Michiru
Hayashi, Akio
Hirama, Masahiro
Treatment of silyl enol ethers and alk-1-ynes with SnCl4-Bu3N 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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