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On the Macrocyclization of the Erythromycin Core: Preorganization is Not Required
Author(s) -
Stang Erik M.,
White M. Christina
Publication year - 2011
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.201007309
Subject(s) - chemistry , combinatorial chemistry , core (optical fiber) , erythromycin , scheme (mathematics) , information retrieval , stereochemistry , nanotechnology , computer science , materials science , antibiotics , telecommunications , biochemistry , mathematical analysis , mathematics
Free of bias : Preorganization is not a requirement for the efficient cyclization of the erythromycin core, as has always been assumed. This finding has enabled CH oxidative cyclization or Yamaguchi macrocyclization to form stereochemically modified erythromycin structures that were previously inaccessible by using the traditional biasing element approach (see scheme; PG=protecting group).