Abstract
The authors report an organocatalytic asymmetric direct crossed-aldol reaction of acetaldehyde. Diaryl prolinol 1 was found to be an effective catalyst and DMF the best solvent for this reaction. Due to the instability of the aldol products they were reduced to the corresponding diols. With 10 mol% of catalyst 1 and 5 equivalents of acetaldehyde, good to high yields (50-92%) and excellent enantioselectivities (er = 98:2 to >99:1) are obtained for different aromatic aldehydes. One aliphatic aldehyde was also used and reasonable enantioselectivity (er = 90:10) was obtained.
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