Literature DB >> 20857958

Asymmetric synthesis of indolines by catalytic enantioselective reduction of 3H-indoles.

Magnus Rueping1, Claus Brinkmann, Andrey P Antonchick, Iuliana Atodiresei.   

Abstract

A highly enantioselective metal-free reduction of 3H-indoles has been developed. This Brønsted acid catalyzed transfer hydrogenation of indole derivatives with Hantzsch dihydropyridine as the hydrogen source constitutes an efficient method for the synthesis of various optically active indolines with high enantioselectivities.

Entities:  

Year:  2010        PMID： 20857958     DOI： 10.1021/ol1019234

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation.

Authors:  Aaron D Lackner; Andrew V Samant; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

2.  Intramolecular radical cyclization approach to access highly substituted indolines and 2,3-dihydrobenzofurans under visible-light.

Authors:  Clarice A D Caiuby; Akbar Ali; Vinicius T Santana; Francisco W de S Lucas; Marilia S Santos; Arlene G Corrêa; Otaciro R Nascimento; Hao Jiang; Márcio W Paixão
Journal:  RSC Adv       Date:  2018-04-05       Impact factor: 4.036

3.  Direct, Enantioselective Synthesis of Pyrroloindolines and Indolines From Simple Indole Derivatives.

Authors:  Jane Ni; Haoxuan Wang; Sarah E Reisman
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

4.  Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation*.

Authors:  Guoli He; Benjamin List; Mathias Christmann
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-01       Impact factor: 15.336

5.  Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis.

Authors:  Magnus Rueping; Teerawut Bootwicha; Erli Sugiono
Journal:  Beilstein J Org Chem       Date:  2012-02-23       Impact factor: 2.883

6.  Mechanistic and chiroptical studies on the desulfurization of epidithiodioxopiperazines reveal universal retention of configuration at the bridgehead carbon atoms.

Authors:  Fanny L Cherblanc; Ya-Pei Lo; Wouter A Herrebout; Patrick Bultinck; Henry S Rzepa; Matthew J Fuchter
Journal:  J Org Chem       Date:  2013-11-08       Impact factor: 4.354

7.  Selecting Chiral BINOL-Derived Phosphoric Acid Catalysts: General Model To Identify Steric Features Essential for Enantioselectivity.

Authors:  Jolene P Reid; Jonathan M Goodman
Journal:  Chemistry       Date:  2017-09-14       Impact factor: 5.236
  7 in total

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