Synthesis of Disubstituted Pyrazino-Oxazine Derivatives with Controlled Stereochemistry

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F17%3A73584419" target="_blank" >RIV/61989592:15110/17:73584419 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/17:73584419
Result on the web
<a href="http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201701448/epdf" target="_blank" >http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201701448/epdf</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201701448" target="_blank" >10.1002/ejoc.201701448</a>

Result language
angličtina
Original language name
Synthesis of Disubstituted Pyrazino-Oxazine Derivatives with Controlled Stereochemistry
Original language description
Herein, we report a simple synthesis of disubstituted pyrazino-oxazines with controlled stereochemistry using readily available building blocks: N-Fmoc-protected α-amino acids and 2-bromoketones. The convenient solid-phase synthesis afforded polymer-supported derivatives of N-alkylated-N-acylated-t-butylserine, which were subjected to spontaneous cyclative cleavage to yield the corresponding pyrazine intermediates. The target 1,7,8,9a-tetrahydropyrazino[2,1-c][1,4]oxazine-6,9-diones were obtained in two steps by acid-mediated cleavage of the t-butyl group followed by cyclization of the oxazine scaffold.
Czech name
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Czech description
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Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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