[reaction: see text] Immobilization of copper onto modified Wang resin provided a polymer-supported copper catalyst, which is effective in cross-coupling reactions between N- or O-containing substrates and arylboronic acids. The copper catalyst is air stable and can be recycled with minimal loss of activity.
The enantioselective synthesis of a simplified eleutherobin analogue by ring closing metathesis (RCM) of the 2,9-divinyl-substituted tetrahydro-oxonin is described; the analogue and an advanced intermediate revealed microtubule stabilising properties in the micromolar range.
Synthesis of a Simplified Analogue of Eleutherobin via a Claisen Rearrangement and RingClosing Metathesis Strategy. -The enantioselective synthesis of title compound (VII) by ring closing metathesis of the 2,9-divinyl substituted oxonin derivative (II) as the key step is described. Alternatively, to avoid side reactions, the metathesis reaction is performed with the protected derivative (VIII), followed by deoxygenation of epoxide (IX) to generate the desired alkene (IV). -(CHIANG, G. C. H.; BOND, A. D.; AYSCOUGH, A.; PAIN, G.; DUCKI, S.; HOLMES*, A. B.; Chem.
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