Chiral Oxazolidines as Templates for Stereoselective Synthesis of Chiral Homoallyl Amines
- 1 January 1990
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1990 (10) , 636-637
- https://doi.org/10.1055/s-1990-21195
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.Keywords
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