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One‐Pot Catalytic Glycosidation/Fmoc Removal – An Iterable Sequence for Straightforward Assembly of Oligosaccharides Related to HIV gp120
Author(s) -
Pastore Antonello,
Adinolfi Matteo,
Iadonisi Alfonso,
Valerio Silvia
Publication year - 2010
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.200901122
Subject(s) - chemistry , oligosaccharide , sequence (biology) , glycosyl , human immunodeficiency virus (hiv) , combinatorial chemistry , glycosylation , acceptor , catalysis , stereochemistry , organic chemistry , biochemistry , physics , family medicine , condensed matter physics , medicine
Abstract The removal of a transient Fmoc protecting group can be simply performed by the addition of excess Et 3 N just after the accomplishment of a Bi(OTf) 3 ‐promoted glycosidation reaction. The obtained oligosaccharide can be directly employed as a glycosyl acceptor for further elongation of the saccharide. The preparation of biologically important, linear and branched mannans incorporated into HIV gp120 demonstrates that the iteration of this one‐pot sequence leads to a very straightforward oligosaccharide assembly.