Chemistry Letters, Vol.33, No.9, 1222-1223, 2004
A novel enantioselective reaction. Palladium-catalyzed enantiodistinctive reaction of bicyclic allylic compounds
Reaction of (+/-)-2beta-acetoxy-4abeta-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalene (4) with dimethyl malonate anion in the presence of a catalytic amount of [(1-Me-allyl)PdCl](2) and (S)-(-)-BINAP proceeded enantiodistinctively to give both the nucleophilic substituted product (2S,4aS)-5 and the diene (R)-6 as the elimination product in considerable enantiomeric excesses.