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Inside Back Cover: Organocatalyzed Domino [3+2] Cycloaddition/Payne‐Type Rearrangement using Carbon Dioxide and Epoxy Alcohols (Angew. Chem. Int. Ed. 35/2018)
Author(s) -
Sopeña Sergio,
Cozzolino Mariachiara,
Maquilón Cristina,
EscuderoAdán Eduardo C.,
Martínez Belmonte Marta,
Kleij Arjan W.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806878
Subject(s) - chemistry , isomerization , cycloaddition , domino , substrate (aquarium) , carbonate , epoxy , carbon dioxide , potassium carbonate , alcohol , carbon fibers , polymer chemistry , organic chemistry , photochemistry , catalysis , materials science , oceanography , composite number , composite material , geology
An organocatalytic domino process was developed towards elusive heterocyclic compounds that is based on the use of carbon dioxide and epoxy alcohols as reagents. In their Communication on page 11203 ff., A. W. Kleij and co‐workers report a process reminiscent of the well‐known Payne rearrangement of epoxides. Highly substituted epoxy alcohols first undergo substrate‐controlled CO 2 activation, thereby forming a cyclic carbonate; this is followed by in situ base‐mediated carbonate isomerization and trapping of the desired product.