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Antibiotics from Carbon Dioxide: Sustainable Pathways to Pharmaceutically Relevant Cyclic Carbamates
Author(s) -
Niemi Teemu,
Repo Timo
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801598
Subject(s) - chemistry , phosgene , epoxide , cycloaddition , carbamate , reactivity (psychology) , organic chemistry , carbon dioxide , reagent , combinatorial chemistry , organic synthesis , carbon disulfide , catalysis , medicine , alternative medicine , pathology
As a versatile and sustainable C 1 source, carbon dioxide can substitute toxic reagents such as isocyanates and phosgene in many organic syntheses. In particular, it readily couples with amines to give various carbamate species. This reactivity can be exploited in the synthesis of cyclic carbamates, which are structural motifs found in many antibiotics and other pharmaceutically relevant or otherwise high value‐added compounds. In this Minireview, we explore the four major categories of carbon dioxide‐based syntheses of cyclic carbamates: cycloaddition of CO 2 into aziridines, epoxide‐based methods, cyclization of unsaturated compounds, and cyclization of amino alcohols.