Versatile Access to Chiral Indolines by Catalytic Asymmetric Fischer Indolization | Zendy

Martínez Alberto | Zendy; Webber Matthew J. | Zendy; Müller Steffen | Zendy; List Benjamin | Zendy

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Versatile Access to Chiral Indolines by Catalytic Asymmetric Fischer Indolization

Author(s) -

Martínez Alberto,

Webber Matthew J.,

Müller Steffen,

List Benjamin

Publication year - 2013

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.201301618

Subject(s) - stereocenter , enantioselective synthesis , nucleophile , vicinal , stereochemistry , ring (chemistry) , chemistry , catalysis , combinatorial chemistry , organic chemistry

“Fisching” for complexity : The chiral Brønsted acid ( R )‐STRIP catalyzes the asymmetric Fischer indolization of a range of monosubstituted cyclopentanones and cyclohexanones to give chiral fused indolines bearing a quaternary stereogenic center at the 3‐position. The method has been extended to include substrates bearing a tethered nucleophile, thus allowing for enantioselective indolization/ring‐closing cascades to complex propellanes featuring two vicinal quaternary stereocenters.

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