132402-74-5Relevant academic research and scientific papers
Further Studies on Oxazoline and Thiazoline Oxidations. A Reliable Route to Chiral Oxazoles and Thiazoles
Tavares, Francis,Meyers, A. I.
, p. 6803 - 6806 (1994)
Oxazoles and thiazoles containing amino groups and stereocenters at the 2-(α) position are reached without racemization during aromatization.
One-pot enantiomeric synthesis of thiazole-containing amino acids: Total synthesis of venturamides A and B
Liu, Yi,He, Peng,Zhang, Yang,Zhang, Xiangyu,Liu, Jun,Du, Yuguo
supporting information, p. 3897 - 3905 (2018/04/14)
An effective one-pot procedure for enantiomerical synthesis of thiazole-containing amino acid (TCAA) has been established via a cascade disulfide cleavage/thiocarbonylation/intramolecular Staudinger reduction/aza-Wittig/oxidation reaction. Starting from the commercially available amino acid building blocks, a number of TCAAs were prepared in good yields and with excellent optical purities. This method bears features of mild reaction conditions, wide substrate adaptability, and good functional group tolerance. The power of this method was also demonstrated through the concise total synthesis of cyclic hexapeptide Venturamides A and B.
Peptide-embedded heterocycles by mild single and multiple aza-Wittig ring closures
Riedrich, Matthias,Harkal, Surendra,Arndt, Hans-Dieter
, p. 2701 - 2703 (2008/02/14)
Ring a ring o'azoles: The aza-Wittig cyclization of amino acids and peptides is extremely mild, selective, and versatile. The reaction of amino acid esters and amino acid thioester azides delivers peptidic 1,3-azolines and 1,3-azoles with unsurpassed func
Total syntheses and re-assignment of configurations of the cyclopeptides lissoclinamide 4 and lissoclinamide 5 from Lissoclinum patella
Boden, Christopher D.J.,Pattenden, Gerald
, p. 875 - 882 (2007/10/03)
The total synthesis of lissoclinamide 4 and lissoclinamide 5, which are novel oxazoline/thiazole/thiazoline-based cyclopeptides isolated from the ascidian ("sea squirt") Lissoclinum patella, are described. The synthesis of the bis-thiazole based lissoclin
Total Synthesis of Lissoclinamide 5, a Cytotoxic Cyclic Peptide from the Tunicate Lissoclinum patella
Boden, Christopher,Pattenden, Gerald
, p. 8271 - 8274 (2007/10/02)
A total synthesis of lissoclinamide 5, and some of its stereoisomers, shows that its stereostructure should be revised to 13.
Synthetic studies towards cyclic peptides. Concise synthesis of thiazoline and thiazole containing amino acids
North, Michael,Pattenden, Gerald
, p. 8267 - 8290 (2007/12/18)
Concise and efficient syntheses of optically pure thiazoline and thiazole containing amino acids of the constitution (26) and (27), based on simple condensation reactions between cysteine esters and N-protected imino ethers (22) and (25) derived from chir
