73663-58-8Relevant academic research and scientific papers
Dimerization of Phenylalanine: An Approach to Thiazoles and Oxazoles Involved S/O-Insertion
Cheng, Yan,Xiang, Jia-Chen,Wang, Zi-Xuan,Ma, Jin-Tian,Wang, Miao,Tang, Bo-Cheng,Wu, Yan-Dong,Zhu, Yan-Ping,Wu, An-Xin
supporting information, p. 550 - 555 (2017/12/07)
We herein describe the development of a dimerization procedure for amino acids to prepare 2,5-disubstituted thiazoles and oxazoles in the presence of Na2S?9H2O and H2O, respectively. These approaches enabled the direct formation of five-membered ring systems bearing two different heteroatoms from two amino acid units. Mechanically, decarboxylation, deamination, S/O insertion, cyclization and gradient oxidation processes were involved in the oligomer formation. (Figure presented.).
Oxazoles in Organic Chemistry. 2. Application to the Synthesis of Benzylisoquinoline Alkaloids
Kozikowski, Alan P.,Ames, Anthony
, p. 2548 - 2550 (2007/10/02)
A conceptually new route to the benzylisoquinoline alkaloids has been devised.The reaction of 2-lithiooxazoles with aromatic aldehydes to generate the thermodynamically favored 2-substituted oxazoles constitutes the key step in this process.A single-pot two carbon-carbon bond-joining reaction leading to an oxazoline suitable for further transformation to a phenethylamide is also described.
