19887-32-2Relevant articles and documents
A Straightforward and High-Yielding Synthesis of 1,2,4-Oxadiazoles from Chiral N-Protected α-Amino Acids and Amidoximes in Acetone-Water: An Eco-Friendly Approach
Sauer, André C.,Wolf, Lucas,Quoos, Natália,Rodrigues, Mariele B.,Braga, Ant?nio L.,Rodrigues, Oscar E. D.,Dornelles, Luciano
, (2019/02/05)
A straightforward and high-yielding methodology for the synthesis of a high structural diversity of 1,2,4-oxadiazoles from different chiral N-protected α-amino acids and amidoximes under microwave (MW) irradiation is described herein. This greener approac
Practical synthesis of fluorous oxazolidinone chiral auxiliaries from α-amino acids
Hein, Jason E.,Geary, Laina M.,Jaworski, Ashley A.,Hultin, Philip G.
, p. 9940 - 9946 (2007/10/03)
A series of new fluorous-supported oxazolidinone chiral auxiliaries has been prepared using a versatile and general five-step pathway, starting from readily available chiral α-amino acids. The key feature of this synthesis is the efficient generation of a suitably active perfluoroalkyllithium species. By use of this protocol, the auxiliaries can be obtained in high enantiomeric purity and on multigram scales from L-phenylalanine and L-valine with overall yields as high as 55%. The new methodology also incorporates fluorous solid-phase extraction on the large scale, allowing bulk quantities (up to 25 g) of fluorous compounds to be purified from the crude reaction mixture.
'One-pot' synthesis of chiral N-protected α-amino acid-derived 1,2,4-oxadiazoles
Braga, Antonio L.,Luedtke, Diogo S.,Alberto, Eduardo E.,Dornelles, Luciano,Severo Filho, Wolmar A.,Corbellini, Valeriano A.,Rosa, Daiane M.,Schwab, Ricardo S.
, p. 1589 - 1594 (2007/10/03)
A series of α-amino acid-derived 1,2,4-oxadiazoles have been synthesized via an easy, inexpensive and one-pot protocol. The heterocycles were obtained in good yields and in relatively short reaction times.