[Reaction: see text] Cycloisomerization of 1,6-enynes proceeded smoothly in water under heterogeneous conditions in the presence of a palladium complex supported on polystyrene-poly(ethylene glycol) copolymer resin to give the corresponding cyclopentanes with a high level of chemical greenness. Multistep asymmetric synthesis of a hydrindane framework was achieved via palladium-catalyzed asymmetric pi-allylic alkylation, propargylation, and cycloisomerization of 1,6-enynes, where all three steps were performed in water with recyclable polymeric catalysts.
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http://dx.doi.org/10.1021/ol047700j | DOI Listing |
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