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Cover Picture: Regioselective Organocatalytic Formation of Carbamates from Substituted Cyclic Carbonates (Adv. Synth. Catal. 13/2016)
Author(s) -
Sopeña Sergio,
Laserna Victor,
Guo Wusheng,
Martin Eddy,
EscuderoAdán Eduardo C.,
Kleij Arjan W.
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600596
Subject(s) - chemistry , regioselectivity , context (archaeology) , carbonate , medicinal chemistry , bond cleavage , alcohol , organic chemistry , stereochemistry , catalysis , paleontology , biology
The inside cover picture , provided by Arjan W. Kleij and co‐workers, illustrates an example of regio‐directing : a general route towards the regio‐selective formation of carbamates derived from substituted cyclic organic carbonates and amines is reported using a readily available organocatalyst (TBD; 1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene) under attractively mild reaction conditions. The carbonate substitution pattern and the presence of a ternary intermediate dictate the carbonate bond scission process giving preferentially rise to highly functional carbamates with tertiary alcohol functions. The easy and regio‐selective formation of di‐carbamates/urethanes shows the potential of this process to become valuable in the context of the preparation of regio‐regular oligo/polyurethanes. Details can be found in the full paper on pages 2172–2178 (S. Sopeña, V. Laserna, W. Guo, E. Martin, E. C. Escudero‐Adán, A. W. Kleij, Adv. Synth. Catal. 2016 , 358 , 2172–2178; DOI: 10.1002/adsc.201600290 ).