71312-66-8Relevant articles and documents
HMPA promotes retro-aldol reaction, resulting in syn-selective addition of lithiated 1-naphthylacetonitrile to aromatic aldehydes
Carlier, Paul R.,Lo, Cedric W.-S.,Lo, Michael M.-C.,Wan, Nan Chi,Williams, Ian D.
, p. 2443 - 2445 (2000)
(equation presented) In HMPA-THF solution, lithiated 1-naphthylacetonitrile undergoes highly syn-selective addition to aromatic aldehydes, providing the first access to such syn-aldols. Syn-selectivity is also observed with two other arylacetonitriles. Al
Synthetic Optimization and Structural Limitations of the Nitrile Aldol Reaction
Carlier, Paul R.,Lo, Kam Moon,Lo, Michael M.-C.,Lo, Priscilla C.-K.,Lo, Cedric W.-S.
, p. 6316 - 6321 (1997)
In an effort to further optimize and to define the structural limitations of the nitrile aldol reaction, several studies were undertaken. Lithiated phenylacetonitrile 1 was demonstrated to exhibit diastereoselectivity for addition to benzaldehyde higher t
Cerium (III) chloride mediated nitrile aldol reactions: Enhanced diastereoselectivities using a chiral organocerium complex
Xiao, Zejun,Timberlake, Jack W.
, p. 4211 - 4222 (2007/10/03)
The addition of anhydrous cerium chloride to nitrile aldol reactions has been found to provide high yields of [β-hydroxynitriles. Also, the aldol reaction of α, β-unsaturated carbonyl compounds with nitrile enolates in the presence of cerium chloride affo
