Keywords: Amino acids / Hydroxycispentacin / Hydroxylation / Diastereoselectivity / Regioselectivity Starting from N-protected cis-and trans-2-aminocyclopent-3-enecarboxylic acid derivatives, isomers of 2-amino-3-hydroxycyclopentanecarboxylic acid (8 and 12) were prepared via oxazoline intermediates, whereas the stereoisomeric 2-amino-3,4-dihydroxycyclopentanecarboxylic acids 14 and 17 were synthesized by OsO 4 -catalyzed oxidation. The enantio-
Keywords: Amino acids / Heterocycles / Diastereoselectivity / Structure elucidation By means of total regio-and diastereoselective functionalizations of cis-and trans-2-amino-4-cyclohexenecarboxylic acid derivatives 1, 9, 12 and 16, isomers of 2-amino-4-hydroxycyclohexanecarboxylic acid 8 and 11, and 2-amino-5-hydroxycyclohexanecarboxylic acid 15 and 19 were prepared in good yields, via 1,3-oxazine or γ-lactone intermediates. The enantiomers of 8 and 15 were also prepared by the same
This review is intended to give a short summary of the developments in the field of natural and synthetic alicyclic and heterocyclic hydroxylated beta-amino acids and to focus on the main strategies that have been reported for their synthesis. Given the medicinal and biological significance of the hydroxylated beta-amino acids, an increasing volume of research is currently being directed toward regio-, stereo- and enantioselective access to this class of compounds.
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