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Merck

Ruthenium-catalyzed cycloisomerizations of diynols.

Journal of the American Chemical Society (2005-03-31)
Barry M Trost, Michael T Rudd
초록

A wide variety of diynols containing tertiary, secondary, and primary propargylic alcohols undergo a cycloisomerization reaction to form dienones and dienals in the presence of a catalytic amount of [CpRu(CH(3)CN)(3)]PF(6). The formation of five- and six-membered rings is possible using this methodology. Secondary diynols react to form single geometrical isomeric dienones and -als. Primary diynols undergo a cycloisomerization as well as a hydrative cyclization process. The utility of primary diynol cycloisomerization is demonstrated in a synthesis of (+)-alpha-kainic acid.

MATERIALS
제품 번호
브랜드
제품 설명

Sigma-Aldrich
(1,5-Cyclooctadiene)(pyridine)(tricyclohexylphosphine)-iridium(I) hexafluorophosphate, ≥99.0% (C)