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Beilstein J. Org. Chem. 2018, 14, 2082–2089, doi:10.3762/bjoc.14.182
Graphical Abstract
Figure 1: General structure of PHOX ligands 1 and structures of annulated glucosamine-based PHOX and PyOx lig...
Scheme 1: Preparation of 1,2-isopropylidene-protected D-fructose derivatives with different substitution patt...
Scheme 2: Activation of 7 to oxocarbenium ion 9 in the Ritter reaction.
Scheme 3: Zemplén deacetylation of 10i.
Figure 2: Molecular structure of 10j. Ellipsoids are given at the 50% probability level. Grey = carbon, red =...
Scheme 4: Benzylation of 10j to give 10b.
Scheme 5: Plausible mechanism of the Ritter reaction. For better clarity C-2 is not shown in conformers 9a an...
Scheme 6: Neighboring group participation of ester protective groups. For better clarity C-2 is not shown in ...
Scheme 7: Pd catalyzed Tsuji–Trost reation. BSA: N,O-bis(trimethylsilyl)acetamide, DMM: dimethyl malonate.
Beilstein J. Org. Chem. 2016, 12, 166–171, doi:10.3762/bjoc.12.18
Figure 1: Pd-catalyzed cleavage of spiro-bis(isooxazoline) ligand A to isoxazole B and Pd-complex D prepared ...
Scheme 1: Synthesis of 2-benzylsulfanyl-1,3-oxazolines 7 and 8.
Scheme 2: Pd-catalyzed cross coupling of benzylsulfanyloxazolines 7 and 8.
Scheme 3: Palladium catalyzed allylic substitution.
Scheme 4: Proposed transition state of allylic substitution.