A Direct Synthesis of Oxazoles from Aldehydes
Thomas H. Graham*
*Merck Research Laboratories, Merck & Co., Inc., P.O. Box 2000, Rahway, New Jersey 07065-0900, Email: thomas.grahammerck.com
T. H. Graham, Org. Lett., 2010, 12, 3614-3617.
DOI: 10.1021/ol101346w (free Supporting Information)
An expedient and mild method for the direct conversion of aldehydes to 2,4-disubstituted oxazoles relies on the oxidation of an oxazolidine formed from the condensation of serine with an aldehyde and proceeds through a 2,5-dihydrooxazole intermediate. In contrast to standard methods that start from carboxylic acids, the use of aldehydes as starting materials does not require intermediate purification.
see article for more examples