Tetrahedron p. 2995 - 2998 (1983)
Update date:2022-08-16
Topics:
Nefkens, G. H. L.
Zwanenburg, B.
The synthesis of boroxazolidones 1 from a variety of α-amino acids is given.These compounds 1 show a strong intramolecular coordination between B and the amino group.These heterocycles can serve as protected α-amino acids in which the α-amino and the carboxyl function are simultaneously blocked, while the side chain remains free for further reactions.The boroxazolidines were reconverted into α-amino acids under mild acid conditions.Using this methodology aspartic acid was converted into β-benzyl aspartate and glutamic acid into γ-benzyl glutamate.
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