K. Takatori, M. Nishihara, Y. Nishiyama
Dec 24, 1998
Citations
0
Influential Citations
10
Citations
Journal
Tetrahedron
Abstract
Abstract l -[3- 13 C]Phenylalanine and l -[3- 13 C]tyrosine were synthesized. [α- 13 C]Benzyl bromides were prepared from [ 13 C]carbon monoxide via the palladium-catalyzed carboalkoxylation of aryl halides. The asymmetric carbon corresponding to the 2-position in phenylalanine was introduced by the diastereoselective alkylation of Dellaria's oxazinone with [α- 13 C]benzyl bromides. Finally, ethanolysis, deprotection, hydrogenolysis and acid hydrolysis of the resulting alkylated oxazinones gave l -[3- 13 C]phenylalanine and l -[3- 13 C]tyrosine in high optical purity.