Synthesis of the C 1 -C 17 fragment of the archazolids by complex cis -homodimer cross metathesis.

Autor:	Swick SM; Department of Chemistry, Western Washington University, Bellingham, WA, 98225, USA., Schaefer SL; Department of Chemistry, Western Washington University, Bellingham, WA, 98225, USA., O'Neil GW; Department of Chemistry, Western Washington University, Bellingham, WA, 98225, USA.
Jazyk:	angličtina
Zdroj:	Tetrahedron letters [Tetrahedron Lett] 2015 Jun 24; Vol. 56 (26), pp. 4039-4042.
DOI:	10.1016/j.tetlet.2015.05.014
Abstrakt:	A synthesis of the C 1 -C 17 fragment of the archazolids is described featuring a complex cross-metathesis coupling reaction between a cis -homodimer (prepared by silyl-tethered ring-closing metathesis) and the Z,Z -terminal triene containing "eastern domain" of the archazolid natural products. This cross-metathesis was only successful when using the cis - as opposed to the monomer or trans -homodimer, with the cis -dimer added batchwise to minimize cis/trans -isomerization. The product was obtained in an optimized 78% yield using the Hoveyda-Grubbs catalyst at 50 °C in toluene.
Databáze:	MEDLINE
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