cases, the adducts obtained from the Aldol Addition can easily be
converted (in situ) to α,β-unsaturated carbonyl compounds, either
thermally or under acidic or basic catalysis. The formation of the
conjugated system is the driving force for this spontaneous dehydration.
Under a variety of protocols, the condensation product can be obtained
directly without isolation of the aldol.
The aldol condensation is the second step of the
Mechanism of the Aldol Condensation
For the addition step see Aldol Addition
An Efficient Method for the Selective Iodination of α,β-Unsaturated Ketones
Z. Wang, G. Yin, J. Qin, M. Gao, L. Cao, A. Wu, Synthesis, 2008,
CBr4 as a Halogen Bond Donor Catalyst for the Selective Activation of
Benzaldehydes to Synthesize α,β-Unsaturated Ketones
I. Kazi, S. Guha, G. Sekar, Org. Lett.,
2017, 19, 1244-1247.
One-Pot Synthesis of β,β-Disubstituted α,β-Unsaturated Carbonyl Compounds
M. Sugiura, Y. Ashikari, M. Nakaijima, J. Org. Chem.,
Direct Synthesis of β,γ-Unsaturated α-Keto Esters from Aldehydes and
J. K. Mansaray, J. Sun, S. Huang, W. Yao, Synlett, 2019,
Synthesis of Cyclopentenones with C4-Quaternary Stereocenters via
Stereospecific [3,3]-Sigmatropic Rearrangement and Applications in Total
Synthesis of Sesquiterpenoids
W. Zhou, A. Voituriez, J. Am. Chem. Soc.,
2021, 143, 17348-17353.
Nickel-Catalyzed Carbonylation of Cyclopropanol with Benzyl Bromide for
Multisubstituted Cyclopentenone Synthesis
L. Hou, W. Huang, X. Wu, J. Qu, Y. Chen, Org. Lett.,
2022, 24, 2699-2704.
Organocatalytic Asymmetric Reaction Cascade to Substituted Cyclohexylamines
J. Zhou, B. List, J. Am. Chem. Soc., 2007,
Selective Macrocycle Formation in Cavitands
J.-M. Yang, Y. Yu, J. Rebek Jr., J. Am. Chem. Soc.,
2021, 143, 2190-2193.