Tetrahedron Letters p. 5099 - 5102 (1986)
Update date:2022-08-03
Topics:
Lombaert, Stephane De
Nemery, Isabelle
Roekens, Bertrand
Carretero, Juan Carlos
Kimmel, Tamar
Ghosez, Leon
The title compound 1 is readily prepared by a Pinner reaction on the adduct of phenylsulfinic acid with acrylonitrile.The anion derived from 1 adds 1,4 to enones to give specific enolates which are trapped with trimethylsilyl chloride.The resulting trimethylsilyl enol ethers cyclise smoothly to give cyclopentannulated products in good yields.
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