N ‐Glycosyl Amides: Removal of the Anomeric Protecting Group and Conversion into Glycosyl Donors | Zendy

Pleuss Norbert | Zendy; Kunz Horst | Zendy

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N ‐Glycosyl Amides: Removal of the Anomeric Protecting Group and Conversion into Glycosyl Donors

Author(s) -

Pleuss Norbert,

Kunz Horst

Publication year - 2003

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200351351

Subject(s) - glycosyl , oxidizing agent , amide , anomer , chemistry , protecting group , reactivity (psychology) , carbohydrate , glycoside , organic chemistry , combinatorial chemistry , medicine , alkyl , alternative medicine , pathology

Reactivity upon demand : Because of their stability towards acids, bases, and many oxidizing and reducing agents, N ‐glycosyl amides 1 (see scheme) can be used as anomerically protected carbohydrates. The amide function can be cleaved under mild conditions with Ph 3 P/CBr 4 and the carbohydrate activated for the synthesis of N‐ and O‐glycosides 2 . PG=protecting group.

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