Cycloisomerization of 1,6-enynes: asymmetric multistep preparation of a hydrindane framework in water with polymeric catalysts.
[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.
Nakai
Yasushi
Y
Institute for Molecular Science (IMS), CREST, and Graduate University for Advanced Studies, Higashiyama 5-1, Myodaiji, Okazaki 444-8787, Japan.
Uozumi
Yasuhiro
Y