Synlett

Stereoselective Synthesis of Orthogonally Protected β-Hydroxy-α-, γ-diamino Butyric Acids

…, TT Nguyen, D Anderson, H Liang, Q Zhanshan…

Index: Stepan, Antonia F.; Nguyen, Thuy-Trinh; Anderson, Dennis; Liang, Huang; Zhanshan, Qian; Magee, Thomas V. Synlett, 2011 , # 17 p. 2499 - 2504

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Abstract

Abstract A synthesis of all four stereoisomers of the unnatural amino acid β-OH Dab (α, γ- diamino butyric acid) in orthogonally protected form is described. The synthetic strategy relies on a three-step sequence comprising stereoselective dihydroxylation, sulfite formation, and regioselective sulfite opening with azide to build the densely functionalized carbon skeleton.