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Application of the 2‐Nitrobenzyl Group in Glycosylation Reactions: A Valuable Example of an Arming Participating Group
Author(s) -
Buda Szymon,
Gołębiowska Patrycja,
Mlynarski Jacek
Publication year - 2013
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.201300123
Subject(s) - chemistry , glycosylation , group (periodic table) , protecting group , linkage (software) , ether , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , alkyl , gene
The application of the o ‐nitrobenzyl (oNBn) group is demonstrated. This practical methodology allows the stereocontrolled synthesis of glucosides with a 1,2‐ trans linkage. This new ether‐type arming group can broadly extend the concept of the use of participating groups in glycosylation reactions. Easy protection and deprotection of the oNBn group further confirms its usefulness in synthesis.