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Beilstein J. Org. Chem. 2014, 10, 2738–2742, doi:10.3762/bjoc.10.289
Graphical Abstract
Scheme 1: Reagents and conditions: (i) 2-methyl-2-butene, t-BuOH, NaClO2 (aq), NaH2PO4 (aq), yield: 60%; (ii)...
Scheme 2: Reagents and conditions: (i) 2.4 equiv LiNBn2, dry THF, −78 °C, 6 h, then NH4Cl (aq), overall yield...
Figure 1: Structure of 10D and an ORTEP plot of its configuration.
Scheme 3: Reagents and conditions: (i) 2.4 equiv LiNBn2, dry THF, −78 °C, 6 h, then NH4Cl (aq), overall yield...
Scheme 4: Reagents and conditions: (i) 2.4 equiv lithium (R)-N-benzyl-N-α-methylbenzylamide, dry THF, −78 °C,...
Scheme 5: Reagents and conditions: (i) 0.2 equiv KOt-Bu/t-BuOH, 40 °C, 24 h, yield: 93% (7D), 91% (13); (ii) ...
Beilstein J. Org. Chem. 2013, 9, 1164–1169, doi:10.3762/bjoc.9.130
Scheme 1: Synthesis of all-cis ethyl 4-hydroxylated β-aminocyclohexanecarboxylate 5.
Figure 1: ORTEP diagram of iodooxazinone 2. Thermal ellipsoids have been drawn at the 20 % probability level.
Figure 2: ORTEP diagram of hydroxylated amino ester 5. Thermal ellipsoids have been drawn at the 20% probabil...
Scheme 2: Syntheses of fluorinated amino esters 7 and 9.
Scheme 3: Synthesis of ethyl 4-hydroxy-β-aminocyclohexanecarboxylate 14.
Figure 3: ORTEP diagram of iodooxazinone derivative 12. Thermal ellipsoids have been drawn at the 20% probabi...
Figure 4: ORTEP diagram of hydroxylated amino ester 14. The water molecule oxygen atom O4 is situated on the ...
Scheme 4: Syntheses of fluorinated amino esters 16 and 18.
Beilstein J. Org. Chem. 2012, 8, 100–106, doi:10.3762/bjoc.8.10
Figure 1: Structures of neuraminidase inhibitors.
Scheme 1: Isoxazoline-fused β-aminocyclopentanecarboxylate regio- and stereoisomers [8].
Scheme 2: Treatment of isoxazoline-fused amino ester 2 with NaBH4.
Scheme 3: Reduction with Pd/C in the presence of HCO2NH4.
Scheme 4: Transformation of isoxazoline-fused cispentacin stereoisomer 2 into multifunctionalized β-amino aci...
Figure 2: ORTEP diagram of 12 showing the atomic labeling scheme. The thermal ellipsoids are drawn at the 20%...
Scheme 5: Synthesis of multifunctionalized β-amino acid derivatives 13–16. Reaction conditions: NaBH4, NiCl2,...