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Cover Picture: Catalytic Enantioselective Synthesis of 2,5‐Dihydrooxepines (Angew. Chem. Int. Ed. 30/2017)
Author(s) -
Shim Su Yong,
Cho Soo Min,
Venkateswarlu Anipireddy,
Ryu Do Hyun
Publication year - 2017
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.201704987
Subject(s) - cyclopropanation , enantioselective synthesis , catalysis , chemistry , tandem , ring strain , combinatorial chemistry , claisen rearrangement , stereochemistry , medicinal chemistry , polymer chemistry , organic chemistry , materials science , ring (chemistry) , composite material
Cyclopropanes possessing formyl and vinyl groups are converted into 2,5‐dihydrooxepines with release of the angle strain through a boat‐like transition state. In their Communication on page 8663 ff., D. H. Ryu and co‐workers show that a catalytic tandem cyclopropanation/retro‐Claisen rearrangement reaction in the presence of a chiral oxazaborolidinium ion catalyst gives highly functionalized 2,5‐dihydrooxepines in a single step with excellent enantioselectivity.