๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

C-1 lithiation of c-2 activated glucals

โœ Scribed by Richard R. Schmidt; Rainer Preuss; Rainer Betz

Book ID
104228216
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
345 KB
Volume
28
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Direct lithiation of the readily available 2-benzyloxy and the 2-phenylthio glucals 1 and 7 at the anomeric carbon atom leads to intermediates reacTins wHth different electrophiles. Subsequent removal of the phenylthio group in compounds 9a,k with Raney-nickel and diastereospecific l-hydrogen-and ?Z hydroxy-transfer with the BH 'SMe /H 0 NaOH system provides a convenient entry into functi&nali$ed2Czklucopyranosides.

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