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Beilstein J. Org. Chem. 2019, 15, 2458–2464, doi:10.3762/bjoc.15.238
Graphical Abstract
Scheme 1: Indium-mediated allylation of melibiose (1).
Scheme 2: Diastereomeric ratio of allylation; R = per-O-Ac-α-Gal.
Figure 1: X-ray analysis of the main C-allylation product 2-syn [CCDC 1922520].
Scheme 3: Reaction scheme of the ozonolysis sequence.
Scheme 4: Ozonolysis sequence for the syn-product.
Figure 2: Structures of the main products 5-syn-β and 5-anti-β.