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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Rapid assembly of structurally defined and highly functionalized conjugated dienes via tethered enyne metathesis
1Department of Chemistry and Biochemistry, The Michael Faraday Laboratories, Northern Illinois University, DeKalb, Illinois 60115-2862, USA. qyao@niu.edu
Abstract:
[reaction: see text] Conjugated dienes are versatile building blocks in organic synthesis, and the development of new methods for their synthesis remains an important topic in modern synthetic organic chemistry. We describe here an expedient synthesis of highly functionalized conjugated dienes through sequential silicon-tethered ring-closing enyne metathesis mediated by Grubbs' Ru carbene catalysts and Tamao oxidation. Notable attributes of this methodology include short synthetic manipulations and the structural complexity it confers on the resulting diene moiety.
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