ChemInform Abstract: Ruthenium-Catalyzed Cycloisomerization—Oxidation of Homopropargyl Alcohols. A New Access to γ-Butyrolactones.
Abstract
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ChemInform Abstract
A wide range of homopropargylic alcohols are converted to their corresponding γ-butyrolactones by use of a catalytic amount ruthenium complex/trifurylphosphine, NaHCO3 as a base, N-hydroxysuccinimide as oxidant, and tetrabutylammonium bromide or hexafluorophosphate as additive. A number of the lactones synthesized are naturally occurring compounds. An example for the chemoselectivity of this method is the preparation of muricatacin (VIII) with no formation of the corresponding six-membered lactone.
