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

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201708900

Subject(s) - palladium , enantioselective synthesis , chemistry , intramolecular force , catalysis , yield (engineering) , aniline , sequence (biology) , combinatorial chemistry , transition metal , stereochemistry , 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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