Enantioselective Synthesis of Tetrahydropyrano[3,4‐ b ]indoles: Palladium(II)‐Catalyzed Aminopalladation/1,4‐Addition Sequence | Zendy

Chen Junjie | Zendy; Han Xiuling | Zendy; Lu Xiyan | Zendy

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Enantioselective Synthesis of Tetrahydropyrano[3,4‐ b ]indoles: Palladium(II)‐Catalyzed Aminopalladation/1,4‐Addition Sequence

Author(s) -

Chen Junjie,

Han Xiuling,

Lu Xiyan

Publication year - 2017

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.201708900

Subject(s) - palladium , enantioselective synthesis , catalysis , intramolecular force , chemistry , yield (engineering) , sequence (biology) , aniline , combinatorial chemistry , stereochemistry , transition metal , medicinal chemistry , organic chemistry , materials science , biochemistry , metallurgy

A novel palladium(II)‐catalyzed cyclization of aniline‐tethered alkynyl cyclohexadienones is reported. This reaction offers an atom‐economical and redox‐neutral access to various cyclohexenone‐fused tetrahydropyrano[3,4‐ b ]indoles with high yield and excellent enantioselectivity. Remarkably, this work represents the first example on a transition‐metal‐catalyzed asymmetric intramolecular aminopalladation/1,4 addition sequence.

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