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Beilstein J. Org. Chem. 2016, 12, 524–530, doi:10.3762/bjoc.12.51
Graphical Abstract
Figure 1: Structures of vanillyl β-D-glucoside (1), salidroside (2) and isoconiferin (3).
Scheme 1: Reagents and conditions: a) Ac2O, pyridine, rt, 10 h, >98%; b) NaBH4, H3PO4, −5 °C, 85–95%.
Scheme 2: Reagents and conditions: a) Ac2O, H2SO4, 5 °C to rt, 30 min, >94%; b) 1. NaBH4, THF, 5 °C, 10 min, ...
Figure 2: Synthesized glycosyl donors.
Scheme 3: General reaction scheme for the synthesis of p-hydroxyphenylalkyl glycosides.
Figure 3: Overview of protected and deprotected products.