Chiral Oxazolidines as Templates for Stereoselective Synthesis of Chiral Homoallyl Amines

Abstract
Nucleophilic allyl organocerium ("CH2=CHCH2CeCl2") adds to the inexpensive and readily available (4R)-2-aryl-4-phenyl-1,3-oxazolidines 4 in a highly stereocontrolled fashion to furnish (R,R)-homoallyl amines 5 [(R)-2-[(R)-1-aryl-3-butenylamino]-2-phenylethanols]. Homoallyl amines 5 may be oxidatively cleaved to ß-amino acids in high enantiomeric excess.

This publication has 0 references indexed in Scilit: