451492-01-6Relevant articles and documents
Diastereoselective functionalisation of Baylis-Hillman adducts: A convenient approach to α-methyl-α-amino acids
Martelli, Gianluca,Orena, Mario,Rinaldi, Samuele,Sabatino, Piera
experimental part, p. 489 - 497 (2010/11/04)
The N-tosyl carbamates 4a-e, easily prepared starting from the Baylis-Hillman adducts 3a-e, underwent cyclization carried out with I 2/NIS in the presence of NaH, to give the corresponding 2-oxo-1,3-oxazolidines 5a-e in good yield and total stereoselection when the substituent at C-5 is Ar. After the removal of tosyl group, followed by the cleavage of the heterocyclic ring, the α-methyl-α-amino acids 8a,b and 10 were obtained in good yield as hydrochlorides. Springer-Verlag 2010.