Tetrahedron Letters p. 2083 - 2085 (2002)
Update date:2022-08-02
Topics:
Atkinson, Robert S
Draycott, Richard D
Hirst, David J
Parratt, Martin J
Raynham, Tony M
(R)-3-Amino-2-[1-(2-hydroxyethoxy)ethyl]quinazolin-4(3H)-one 10 was prepared in 62% yield without the need for chromatography and O-cinnamoylated; reaction with lead tetra-acetate gave aziridine 12 as a single diastereoisomer in quantitative yield which was converted into the β-amino acid ester 15 corresponding to overall enantioselective addition of ammonia to the double bond of cinnamic acid.
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