Diels-Alder chemistry of siloles and their transformation into cyclohex-2-ene-1,4-cis-diols.
The synthesis of siloles with substitution patterns that are continuative toward natural product synthesis are described. Their reactivity in Diels-Alder chemistry was explored through thermal, Lewis acid, and high-pressure reactions. Furthermore, bicyclic adducts were oxidatively cleaved to reveal a highly functionalized cyclohexene core.
Stevens
Andrew C
AC
The University of Western Ontario, Department of Chemistry, London, Ontario N6A 5B7, Canada.
Pagenkopf
Brian L
BL