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Expeditious Routes to Evernitrose and Vancosamine Derivatives and Synthesis of a Model Vancomycin Aryl Glycoside
Author(s) -
Nicolaou K. C.,
Mitchell Helen J.,
van Delft Floris L.,
Rübsam Frank,
Rodríguez Rosa M.
Publication year - 1998
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/(sici)1521-3773(19980803)37:13/14<1871::aid-anie1871>3.0.co;2-1
Subject(s) - vancomycin , aryl , chemistry , combinatorial chemistry , lactic acid , glycoside , stereochemistry , organic chemistry , biology , bacteria , staphylococcus aureus , alkyl , genetics
Only seven steps are required to synthesize the activated derivatives 2 and 3 of evernitrose and vancosamine from the common intermediate 1 derived from L ‐lactic acid. The expeditious route to 3 was followed by its efficient incorporation into a vancomycin model system ( 4 ).