Atom-efficient assembly of 1,5-oxygen-bridged medium-sized carbocycles by sequential combination of a Ru-catalyzed alkyne-alkene coupling and a Prins-type cyclization.

Authors :: López F
Castedo L
Mascareñas JL
Source :: Journal of the American Chemical Society [J Am Chem Soc] 2002 Apr 24; Vol. 124 (16), pp. 4218-9.
Publication Year :: 2002
Abstract: Ruthenium-catalyzed coupling of readily accessible 1-trimethylsilyl-1-alkyn-3-ols to allyl ethyl ether followed by in situ ketalization and Lewis-acid induced cyclization affords 1,5-oxygen-bridged eight- and nine-membered carbocycles, products which are difficult to construct with previously published strategies.

Subjects :: Catalysis
Organometallic Compounds chemistry
Alkenes chemistry
Alkynes chemistry
Bridged Bicyclo Compounds, Heterocyclic chemical synthesis
Ruthenium chemistry

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