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Palladium‐Catalyzed Divergent Reactions of α‐Diazocarbonyl Compounds with Allylic Esters: Construction of Quaternary Carbon Centers
Author(s) -
Chen ZiSheng,
Duan XinHua,
Zhou PingXin,
Ali Shaukat,
Luo JianYi,
Liang YongMin
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201106619
Subject(s) - decarboxylation , allylic rearrangement , chemistry , catalysis , palladium , reactivity (psychology) , quaternary carbon , carbon atom , carbon fibers , organic chemistry , atom (system on chip) , medicinal chemistry , combinatorial chemistry , enantioselective synthesis , alkyl , computer science , medicine , alternative medicine , pathology , algorithm , composite number , embedded system
Take two : α‐Diazocarbonyl compounds display a diverse pattern of reactivity upon palladium‐catalyzed reaction with esters. Esters bearing an alkynyl group on the carbonyl carbon atom lead to two different CC bonds at the same carbon atom in a single operation through decarboxylation and migratory insertion, whereas aromatic and benzylic acid derivatives afford aromatic and benzylic esters bearing an O‐substituted quaternary carbon center.