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2005
Quinones
Q 0390
13- 082
Formation of Reactive o-Quinone Methides from the Reaction of Trimethylsilyl(methyl)-Substituted 1,4-Benzoquinones with Nucleophiles. — Heating of trimethylsilyl(methyl)-substituted 1,4-benzoquinones with oxygen-nucleophiles offers a
novel and mild route to o-quinone methides. The latter can be trapped with nucleophiles
or can undergo dimerization giving quinones of type (III) and (IV) after oxidation. Inter- as well as intramolecular trapping is possible. The reaction with vinyl ethers leads
to chromanol derivatives. — (EZCURRA*, J. E.; KARABELAS, K.; MOORE, H. W.;
Tetrahedron 61 (2005) 1, 275-286; Dep. Chem., Univ. Calif., Irvine, CA 92697, USA;
Eng.) — Jannicke
2005
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