Tetrahedron Letters p. 6591 - 6594 (1987)
Update date:2022-07-29
Topics:
Schmidt, Richard
Preuss, Rainer
Betz, Rainer
Direct lithiation of the readily available 2-benzyloxy and the 2-phenylthio glucals 1 and 7 at the anomeric carbon atom leads to intermediates reacting with different electrophiles.Subsequent removal of the phenylthio group in compounds 9a, b with Raney-nickel and distereospecific 1-hydrogen- and 2-hydroxy-transfer with the BH3*SMe2/H2O2, NaOH system provides a convenient entry into functionalized C-glucopyranosides.
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