Synthesis of GABOB and GABOB??Based Chiral Units Possessing Distinct Protecting Groups

…, I Dokli, A Rimac, Z Hameršak

Index: Ivsic, Trpimir; Dokli, Irena; Rimac, Ana; Hamersak, Zdenko European Journal of Organic Chemistry, 2014 , vol. 2014, # 3 p. 631 - 638

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Abstract

Abstract In addition to the varied biological activity of GABOB (4-amino-3-hydroxybutanoic acid), the structure of its protected derivatives makes them interesting chiral intermediates for the synthesis of more complex compounds. A stereoselective route to GABOB derivatives with three different protecting groups is presented, using anhydride desymmetrization as a chirality-inducing step. Selective removal of the protecting groups gave compounds with a ...