Chiral 2,2′-bipyridines, 5,6-dihydro-1,10-phenanthrolines and 1,10-phenanthrolines as ligands for enantioselective palladium catalyzed allylic substitution

作者: Giorgio Chelucci , Antonio Saba , Gianuario Sanna , Franco Soccolini

DOI: 10.1016/S0957-4166(00)00296-2

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摘要: Abstract A number of chiral 5,6-dihydro-1,10-phenanthrolines, 5,6-dihydrobenzo[b]-1,10-phenanthrolines and 5,6,7,8-tetrahydro-2-quinolinylquinolines derived from (−)-pinocarvone were prepared assessed in the enantioselective palladium catalyzed allylic alkylation 1,3-diphenylprop-2-enyl acetate with dimethylmalonate. The introduction a benzo-fused substituent on pyridine ring not containing backbone resulted drastic reduction stereoselectivity reaction. Enantioselectivities up to 81% obtained.

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