Synthesis p. 1451 - 1454 (1996)
Update date:2022-09-26
Topics:
Drescher, Martina
Hammerschmidt, Friedrich
3'-O-Benzoyl-2,3-O-isopropylidene-D-apio-β-D-furanosyl bromide (8), prepared in two steps from 2,3-O-isopropylidene-D-apio-β-D-furanose (6), was reacted with tris(trimethylsilyl)silane/AIBN in the presence of an excess of a variety of activated olefins such as dimethyl maleate, methyl acrylate, acrylonitrile, methyl vinyl ketone, crotonaldehyde, cyclopent-2-enone, and cyclohex-2-enone to afford the corresponding C-apiosides 10 having β-configuration.
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Doi:10.1002/jhet.5570330670
(1996)Doi:10.1016/S0022-328X(96)06472-8
(1996)Doi:10.1016/j.tetasy.2004.04.046
(2004)Doi:10.1021/ol017082w
(2002)Doi:10.1021/acs.jmedchem.9b00826
(2020)Doi:10.1021/ja01629a077
(1955)