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Front Cover: Schreiner's Thiourea Promoted [2+2] Cycloaddition of Captodative Azetidinones and Nitroolefins (Eur. J. Org. Chem. 11/2017)
Author(s) -
Dobi Zoltán,
Holczbauer Tamás,
Soós Tibor
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700335
Subject(s) - chemistry , cycloaddition , piperidine , front cover , thiourea , molecule , medicinal chemistry , computational chemistry , stereochemistry , cover (algebra) , organic chemistry , mechanical engineering , engineering , catalysis
The cover picture shows a lightning strike, a sudden release of energy, which is used to symbolize the enhanced and unusual reactivity of strained molecules. As an example, strained captodative benzylideneazetidinones function as potent reaction partners in thermal [2+2] cycloadditions with nitro alkenes. The relief of strain during the cycloaddition could be leveraged to secure kinetic and thermodynamic stability for the aminonitrocyclobutane ring. Accordingly, this mild and robust procedure was used to simplify the synthesis of azaspiro[3.3]heptanes, a motif that serves as a rigid piperidine bioisostere. Details are discussed in the Communication by T. Soós et al. on page 1391 ff (DOI: 10.1002/ejoc.201601524 ).