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New Selenium‐Based Safety‐Catch Linkers: Solid‐Phase Semisynthesis of Vancomycin
Author(s) -
Nicolaou K. C.,
Winssinger Nicolas,
Hughes Robert,
Smethurst Christopher,
Cho Suk Young
Publication year - 2000
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(20000317)39:6<1084::aid-anie1084>3.0.co;2-o
Subject(s) - semisynthesis , chemistry , linker , solid phase synthesis , combinatorial chemistry , selenium , derivative (finance) , organic chemistry , biochemistry , peptide , computer science , financial economics , economics , operating system
Pro‐allyl and pro‐alloc linkers can be formed by alkylation or esterification of a selenium‐bound resin (the example shown is for the formation of a polymer‐bound pro‐allyl derivative) and can be readily cleaved in excellent yields under mild conditions. The scope of the pro‐allyl linker has been demonstrated with the solid‐phase semisynthesis of vancomycin. Alloc=allyloxycarbonyl.