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Mild Synthesis of Protected α‐D‐Glycosyl Iodides
Author(s) -
Caputo Romualdo,
Kunz Horst,
Mastroianni Domenico,
Palumbo Giovanni,
Pedatella Silvana,
Solla Francesco
Publication year - 1999
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/(sici)1099-0690(199911)1999:11<3147::aid-ejoc3147>3.0.co;2-i
Subject(s) - chemistry , glycosyl , anomer , iodine , imidazole , carbohydrate chemistry , carbohydrate synthesis , protecting group , glycosylation , carbohydrate , organic chemistry , combinatorial chemistry , stereochemistry , biochemistry , alkyl
α‐ D ‐Glycosyl iodides are stereoselectively obtained by iodine replacement of the free anomeric hydroxyl group of fully protected sugars treated with a polymer bound triarylphosphane‐iodine complex and imidazole. High yields and mild conditions, compatible with all the common protecting groups used in carbohydrate chemistry, characterize the conversion.