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Synthesis of Bridged Diketopiperazines by Using the Persistent Radical Effect and a Formal Synthesis of Bicyclomycin
Author(s) -
Amatov Tynchtyk,
Pohl Radek,
Císařová Ivana,
Jahn Ullrich
Publication year - 2015
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.201504883
Subject(s) - diketopiperazines , formal synthesis , chemistry , ring (chemistry) , combinatorial chemistry , stereochemistry , radical cyclization , total synthesis , organic chemistry
A conceptually new and unified approach to diverse bridged diketopiperazines (DKPs) with widely variable ring sizes was developed by taking advantage of the persistent radical effect. This method enables synthesis of the core structures of bridged DKP alkaloids and was applied to a formal synthesis of the antibiotic bicyclomycin.