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Enantioselective Double Aldol Reaction Catalyzed by Chiral Phosphine Oxide
Author(s) -
Shimoda Yasushi,
Kotani Shunsuke,
Sugiura Masaharu,
Nakajima Makoto
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100917
Subject(s) - aldol reaction , enantioselective synthesis , phosphine oxide , reagent , phosphine , adduct , chemistry , aryl , catalysis , alkyl , organic chemistry , medicinal chemistry
Goes on twice! The first enantioselective double aldol reaction is described (see scheme; R 1 =aryl, alkyl, alkenyl; R 2 =aryl, alkenyl). A combination of readily available chiral phosphine oxide and silicon tetrachloride as reagents enables the unique transformation, which gives the double aldol adducts in high yields and selectivities.