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Lipase‐Catalysed Regioselective Acylations in Combination with Regioselective Glycosylations as a Strategy for the Synthesis of Oligosaccharides: Synthesis of a Series of Fucosyllactose Building Blocks
Author(s) -
Rencurosi Anna,
Poletti Laura,
Russo Giovanni,
Lay Luigi
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200200425
Subject(s) - regioselectivity , chemistry , lipase , glycosylation , stereochemistry , combinatorial chemistry , organic chemistry , enzyme , catalysis , biochemistry
A family of five regioisomeric protected fucosyllactoses has been synthesised in only 14 overall steps from the easily available benzyllactoside. The adopted strategy combines enzymatic regioselective protection, introduction of orthogonal protecting groups and regioselective glycosylations on partially unprotected lactosidic acceptors. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)