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Synthesis of 2‐C‐Branched Oligo(glyco–amino acid)s (OGAAs) by Ring Opening of 1,2‐Cyclopropanecarboxylated Sugar Donors
Author(s) -
Sridhar Perali Ramu,
Kumar Patteti Venu,
Seshadri Kalapati,
Satyavathi Rayala
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200901022
Subject(s) - amino acid , chemistry , monosaccharide , carbohydrate chemistry , stereochemistry , nucleoside , regioselectivity , disaccharide , carbohydrate synthesis , glycosylation , carbohydrate , biochemistry , catalysis
Hybrid theory : 1,2‐Cyclopropanecarboxylated sugars were used as glycosyl donors for the first time in the synthesis of 2‐C‐branched oligo(glyco–amino acid)s (OGAAs; see scheme) decorated with α‐amino acids. The method was applied to an acceptor‐reactivity‐based stereo‐ and regioselective glycosylation reaction towards the preparation of several disaccharide‐derived glyco–amino acid derivatives.