92098-15-2Relevant academic research and scientific papers
Synthesis of Bridged Diketopiperazines by Using the Persistent Radical Effect and a Formal Synthesis of Bicyclomycin
Amatov, Tynchtyk,Pohl, Radek,Císa?ová, Ivana,Jahn, Ullrich
, p. 12153 - 12157 (2015/10/12)
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 alk
Synthetic Studies on Bicyclomycin and its Analogues. Part 1. Synthesis of Substituted 2-Oxa-8,10-diazabicyclodecanes
Dawson, Ian M.,Gregory, Julian A.,Herbert, Richard B.,Sammes, Peter G.
, p. 2585 - 2594 (2007/10/02)
Methods have been developed for formation of the eight-membered oxygen-containing ring system (2) present in the antibiotic bicyclomycin.The procedure starts with N,N'-disubstituted piperazine-2,5-diones or the corresponding mono imino ethers.A new method is based on the oxidation of the mono imino ethers using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) as oxidant: the bis imino ethers gave pyrazines under these conditions, whilst the parent piperazinedione proved to be unreactive.
A New Approach to Bicyclomycin
Dawson, Ian M.,Gregory, Julian A.,Herbert, Richard B.,Sammes, Peter G.
, p. 620 - 621 (2007/10/02)
A simple route to the bicyclomycin nucleus (2) is described which involves use of a β-vinyl sulphone as a new vinylic cation synthon.
Stereocontrolled Total Synthesis of (+/-)- and (+)-Bicyclomycin
Williams, Robert M.,Armstrong, Robert W.,Dung, Jen-Sen
, p. 3253 - 3266 (2007/10/02)
The completely regio- and stereocontrolled total synthesis of bicyclomycin (1) is described in 12 chemical steps.A new carbon-carbon bond-forming reaction on 1,4-dibenzyl- and 1,4-bis(p-methoxybenzyl)-3,6-bis(2'-thiopyridyl)-2,5-piperazinediones (10 and 4
