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Effect of Long Chain Fatty Acids on Organocatalytic Aqueous Direct Aldol Reactions
Author(s) -
Mase Nobuyuki,
Noshiro Naoyasu,
Mokuya Asuka,
Takabe Kunihiko
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900572
Subject(s) - aldol reaction , chemistry , lauric acid , yield (engineering) , aqueous solution , reactivity (psychology) , catalysis , organic chemistry , organocatalysis , stearic acid , fatty acid , aldol condensation , erucic acid , enantioselective synthesis , medicine , materials science , alternative medicine , pathology , metallurgy
In an organocatalyzed, aqueous direct aldol reaction, the addition of a long chain fatty acid (1 mol%) such as stearic acid or erucic acid improved the aldol product yield and the enantioselectivity with low catalyst loading (1 mol%). The small particle size of the emulsion (less than 1 μm) was a key to the enhanced reactivity as shown by dynamic light scattering (DLS) analyses.