Enantioselective Dearomative Difunctionalization of Indoles by Palladium‐Catalyzed Heck/Sonogashira Sequence | Zendy

Liu RenRong | Zendy; Wang YongGang | Zendy; Li YingLong | Zendy; Huang BingBing | Zendy; Liang RenXiao | Zendy; Jia YiXia | Zendy

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Enantioselective Dearomative Difunctionalization of Indoles by Palladium‐Catalyzed Heck/Sonogashira Sequence

Author(s) -

Liu RenRong,

Wang YongGang,

Li YingLong,

Huang BingBing,

Liang RenXiao,

Jia YiXia

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.201703833

Subject(s) - sonogashira coupling , enantioselective synthesis , stereocenter , phosphoramidite , palladium , chemistry , combinatorial chemistry , sequence (biology) , ligand (biochemistry) , catalysis , organic chemistry , receptor , dna , biochemistry , oligonucleotide

Palladium‐catalyzed enantioselective dearomative arylalkynylation of N‐substituted indoles, through a Heck/Sonogashira sequence, was established using a new BINOL‐based phosphoramidite as the chiral ligand. A wide range of 2,3‐disubstituted indolines, bearing vicinal quaternary and tertiary stereocenters, were efficiently constructed in one step with excellent enantioselectivities (up to 97 % ee) and diastereoselectivities (>20:1).

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