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Synthesis of aldehydes

Reactions


Oxidation of alcohols, rearrangements


Oxidation of alkenes


Reaction of alkynes


Hydrolysis or deprotection


Recent Literature


o-Iodoxybenzoic acid (IBX) was found to be highly effective in oxidations adjacent to carbonyl and benzylic functionalities to form either α,β-unsaturated carbonyl compounds or conjugated aromatic carbonyl systems. Fine-tuning of the reaction conditions allowed remarkably selective transformations within multifunctional substrates.
K. C. Nicolaou, T. Montagnon, P. S. Baran, Y.-L. Zhong, J. Am. Chem. Soc., 2002, 124, 2245-2258.


Chromium(III) tetraphenylporphyrin triflate is an efficient and characteristic Lewis acid catalyst for a regio- and stereoselective rearrangement of epoxides to aldehydes. Optically active β-siloxy aldehydes are easily available through Sharpless epoxidation of allylic alcohols, followed by silylation and rearrangement.
K. Suda, T. Kikkawa, S.-i. Nakajima, T. Takanami, J. Am. Chem. Soc., 2004, 126, 9554-9555.