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Inside Back Cover: Catalytic Asymmetric [4+2] Annulation Initiated by an Aza‐Rauhut–Currier Reaction: Facile Entry to Highly Functionalized Tetrahydropyridines (Angew. Chem. Int. Ed. 31/2012)
Author(s) -
Shi Zugui,
Yu Peiyuan,
Loh TeckPeng,
Zhong Guofu
Publication year - 2012
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.201205173
Subject(s) - annulation , intramolecular force , intermolecular force , catalysis , cover (algebra) , chemistry , stereoselectivity , organocatalysis , cascade reaction , combinatorial chemistry , stereochemistry , enantioselective synthesis , organic chemistry , molecule , engineering , mechanical engineering
Merging known transformations to form new cascade reactions can be an extremely powerful endeavor. In their Communication on page 7825 ff. , Zhong, Loh, and co‐workers merged an intermolecular aza‐Rauhut–Currier reaction with an intramolecular cyclization to form highly functionalized tetrahydropyridines (THPs). The organocatalytic [4+2] annulation of vinyl ketones with N ‐sulfonyl‐1‐aza‐1,3‐dienes provided THPs with good to excellent stereoselectivity. The proposed reaction mechanism is shown.